# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_Compound1k08mgd04 _database_code_depnum_ccdc_archive 'CCDC 769779' #TrackingRef '- revised TREN.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H48 Li N5 Si2' _chemical_formula_weight 397.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.9460(1) _cell_length_b 10.2750(2) _cell_length_c 16.7070(2) _cell_angle_alpha 90 _cell_angle_beta 103.690(1) _cell_angle_gamma 90 _cell_volume 2659.59(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 36273 _cell_measurement_theta_min 3.513 _cell_measurement_theta_max 27.485 _exptl_crystal_description Block _exptl_crystal_colour white _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.993 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 0.144 _exptl_absorpt_correction_type None _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41474 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0880 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.68 _diffrn_reflns_theta_max 27.54 _reflns_number_total 41482 _reflns_number_gt 30685 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo & Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (Sheldrick,1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Notes: Optimal convergence of structural model achieved when pseudo- merohedral twinning (32%) of 180 degrees about the -1. 0. 1. direct lattice direction was accounted for. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1100P)^2^+1.8318P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0249(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 41482 _refine_ls_number_parameters 249 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1070 _refine_ls_R_factor_gt 0.0790 _refine_ls_wR_factor_ref 0.2219 _refine_ls_wR_factor_gt 0.1993 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si1 Si 0.13363(2) 0.34850(3) -0.03633(2) 0.02862(10) Uani 1 1 d . . . N1 N 0.22347(6) 0.04958(9) 0.14965(6) 0.0306(2) Uani 1 1 d . . . C1 C 0.18290(9) -0.07840(12) 0.12810(8) 0.0373(3) Uani 1 1 d . . . H1A H 0.1216 -0.0655 0.0995 0.045 Uiso 1 1 calc R . . H1B H 0.1845 -0.1276 0.1794 0.045 Uiso 1 1 calc R . . Li1 Li 0.26044(13) 0.1138(2) 0.02985(12) 0.0315(5) Uani 1 1 d . . . Si2 Si 0.25884(3) 0.26469(4) -0.13122(3) 0.05178(14) Uani 1 1 d . . . N2 N 0.23229(7) -0.09110(10) -0.00303(6) 0.0398(3) Uani 1 1 d . . . C2 C 0.22678(9) -0.15800(12) 0.07336(8) 0.0396(3) Uani 1 1 d . . . H2A H 0.2858 -0.1803 0.1047 0.048 Uiso 1 1 calc R . . H2B H 0.1946 -0.2405 0.0589 0.048 Uiso 1 1 calc R . . N3 N 0.38659(6) 0.14475(9) 0.11124(6) 0.0337(2) Uani 1 1 d . . . C3 C 0.30935(8) 0.04108(13) 0.20700(7) 0.0368(3) Uani 1 1 d . . . H3A H 0.3365 -0.0431 0.1991 0.044 Uiso 1 1 calc R . . H3B H 0.3028 0.0446 0.2644 0.044 Uiso 1 1 calc R . . N4 N 0.09093(6) 0.18480(10) 0.29329(6) 0.0337(2) Uani 1 1 d . . . C4 C 0.36690(8) 0.15131(13) 0.19266(8) 0.0392(3) Uani 1 1 d . . . H4A H 0.3381 0.2352 0.1979 0.047 Uiso 1 1 calc R . . H4B H 0.4215 0.1487 0.2357 0.047 Uiso 1 1 calc R . . N5 N 0.21375(6) 0.25298(9) -0.05097(6) 0.0293(2) Uani 1 1 d . . . C5 C 0.16548(8) 0.13659(12) 0.18213(7) 0.0332(3) Uani 1 1 d . . . H5A H 0.1158 0.1591 0.1363 0.040 Uiso 1 1 calc R . . H5B H 0.1970 0.2183 0.2008 0.040 Uiso 1 1 calc R . . C6 C 0.13052(8) 0.08225(12) 0.25352(8) 0.0366(3) Uani 1 1 d . . . H6A H 0.0871 0.0140 0.2323 0.044 Uiso 1 1 calc R . . H6B H 0.1783 0.0417 0.2947 0.044 Uiso 1 1 calc R . . C7 C 0.14650(11) -0.08033(15) -0.05854(9) 0.0614(4) Uani 1 1 d . . . H7A H 0.1221 -0.1675 -0.0715 0.092 Uiso 1 1 calc R . . H7B H 0.1511 -0.0367 -0.1095 0.092 Uiso 1 1 calc R . . H7C H 0.1088 -0.0296 -0.0318 0.092 Uiso 1 1 calc R . . C8 C 0.28916(13) -0.16972(15) -0.04231(11) 0.0659(5) Uani 1 1 d . . . H8A H 0.2916 -0.1303 -0.0951 0.099 Uiso 1 1 calc R . . H8B H 0.2662 -0.2584 -0.0516 0.099 Uiso 1 1 calc R . . H8C H 0.3473 -0.1726 -0.0062 0.099 Uiso 1 1 calc R . . C9 C 0.45171(9) 0.04334(14) 0.11042(9) 0.0478(4) Uani 1 1 d . . . H9A H 0.4298 -0.0410 0.1238 0.072 Uiso 1 1 calc R . . H9B H 0.5050 0.0645 0.1513 0.072 Uiso 1 1 calc R . . H9C H 0.4637 0.0391 0.0556 0.072 Uiso 1 1 calc R . . C10 C 0.42157(9) 0.27093(14) 0.09270(10) 0.0537(4) Uani 1 1 d . . . H10A H 0.4710 0.2946 0.1375 0.081 Uiso 1 1 calc R . . H10B H 0.3768 0.3379 0.0872 0.081 Uiso 1 1 calc R . . H10C H 0.4402 0.2643 0.0410 0.081 Uiso 1 1 calc R . . C11 C 0.01460(9) 0.23849(15) 0.23710(9) 0.0509(4) Uani 1 1 d . . . H11A H -0.0270 0.1686 0.2175 0.076 Uiso 1 1 calc R . . H11B H 0.0313 0.2789 0.1900 0.076 Uiso 1 1 calc R . . H11C H -0.0118 0.3041 0.2660 0.076 Uiso 1 1 calc R . . C12 C 0.06653(10) 0.13119(14) 0.36528(9) 0.0449(3) Uani 1 1 d . . . H12A H 0.0416 0.2001 0.3930 0.067 Uiso 1 1 calc R . . H12B H 0.1177 0.0954 0.4033 0.067 Uiso 1 1 calc R . . H12C H 0.0238 0.0619 0.3480 0.067 Uiso 1 1 calc R . . C13 C 0.16515(9) 0.43932(12) 0.06437(8) 0.0396(3) Uani 1 1 d . . . H13A H 0.1914 0.3787 0.1085 0.059 Uiso 1 1 calc R . . H13B H 0.1137 0.4787 0.0768 0.059 Uiso 1 1 calc R . . H13C H 0.2067 0.5077 0.0602 0.059 Uiso 1 1 calc R . . C14 C 0.03213(8) 0.25399(14) -0.03631(9) 0.0466(4) Uani 1 1 d . . . H14A H 0.0092 0.2164 -0.0910 0.070 Uiso 1 1 calc R . . H14B H -0.0109 0.3124 -0.0225 0.070 Uiso 1 1 calc R . . H14C H 0.0454 0.1840 0.0046 0.070 Uiso 1 1 calc R . . C15 C 0.09513(9) 0.48128(14) -0.11417(8) 0.0471(4) Uani 1 1 d . . . H15A H 0.1435 0.5390 -0.1164 0.071 Uiso 1 1 calc R . . H15B H 0.0495 0.5315 -0.0981 0.071 Uiso 1 1 calc R . . H15C H 0.0724 0.4424 -0.1686 0.071 Uiso 1 1 calc R . . C16 C 0.34432(11) 0.13715(16) -0.12811(12) 0.0631(5) Uani 1 1 d . . . H16A H 0.3869 0.1418 -0.0752 0.095 Uiso 1 1 calc R . . H16B H 0.3730 0.1525 -0.1730 0.095 Uiso 1 1 calc R . . H16C H 0.3175 0.0508 -0.1345 0.095 Uiso 1 1 calc R . . C17 C 0.18057(18) 0.2419(3) -0.23436(11) 0.1282(11) Uani 1 1 d . . . H17A H 0.1424 0.3177 -0.2464 0.192 Uiso 1 1 calc R . . H17B H 0.1460 0.1634 -0.2329 0.192 Uiso 1 1 calc R . . H17C H 0.2127 0.2326 -0.2773 0.192 Uiso 1 1 calc R . . C18 C 0.31621(16) 0.42349(19) -0.13702(19) 0.1323(12) Uani 1 1 d . . . H18A H 0.3454 0.4200 -0.1824 0.198 Uiso 1 1 calc R . . H18B H 0.3589 0.4383 -0.0851 0.198 Uiso 1 1 calc R . . H18C H 0.2742 0.4947 -0.1465 0.198 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si1 0.02545(17) 0.0318(2) 0.02701(18) 0.00062(14) 0.00310(13) 0.00468(14) N1 0.0338(6) 0.0276(6) 0.0288(5) 0.0019(4) 0.0046(4) 0.0011(4) C1 0.0469(8) 0.0305(7) 0.0356(7) 0.0039(6) 0.0118(6) -0.0052(6) Li1 0.0337(11) 0.0315(11) 0.0290(10) 0.0003(9) 0.0066(9) 0.0019(9) Si2 0.0648(3) 0.0467(3) 0.0567(3) 0.0218(2) 0.0400(2) 0.0237(2) N2 0.0574(7) 0.0307(6) 0.0304(6) -0.0041(5) 0.0090(5) -0.0066(5) C2 0.0545(8) 0.0266(7) 0.0376(7) 0.0025(6) 0.0105(6) -0.0036(6) N3 0.0318(6) 0.0292(6) 0.0401(6) -0.0027(5) 0.0089(5) 0.0015(4) C3 0.0376(7) 0.0461(8) 0.0245(6) 0.0024(6) 0.0030(5) 0.0083(6) N4 0.0323(6) 0.0368(6) 0.0318(6) 0.0045(5) 0.0070(5) 0.0046(5) C4 0.0333(7) 0.0435(8) 0.0367(7) -0.0103(6) -0.0001(6) 0.0048(6) N5 0.0294(5) 0.0291(6) 0.0303(5) 0.0010(4) 0.0089(4) 0.0040(4) C5 0.0358(7) 0.0320(7) 0.0314(7) 0.0046(5) 0.0071(6) 0.0040(5) C6 0.0400(7) 0.0351(8) 0.0360(7) 0.0047(6) 0.0115(6) 0.0042(6) C7 0.0781(11) 0.0514(10) 0.0421(8) 0.0026(7) -0.0107(8) -0.0239(8) C8 0.1077(15) 0.0433(10) 0.0584(10) -0.0129(8) 0.0430(11) -0.0062(9) C9 0.0384(8) 0.0503(9) 0.0549(9) -0.0036(7) 0.0115(7) 0.0108(6) C10 0.0435(8) 0.0419(9) 0.0745(11) -0.0017(8) 0.0118(8) -0.0094(7) C11 0.0395(8) 0.0631(10) 0.0466(9) 0.0038(7) 0.0030(7) 0.0166(7) C12 0.0501(8) 0.0462(9) 0.0433(8) 0.0037(6) 0.0212(7) 0.0036(6) C13 0.0479(8) 0.0318(7) 0.0378(7) -0.0011(6) 0.0075(6) 0.0068(6) C14 0.0307(7) 0.0576(10) 0.0499(9) -0.0006(7) 0.0068(6) -0.0004(6) C15 0.0469(8) 0.0497(9) 0.0424(8) 0.0091(7) 0.0063(7) 0.0195(7) C16 0.0712(11) 0.0560(10) 0.0792(12) 0.0178(9) 0.0517(10) 0.0213(8) C17 0.174(2) 0.179(3) 0.0337(10) 0.0113(12) 0.0291(13) 0.104(2) C18 0.133(2) 0.0625(14) 0.254(3) 0.0683(17) 0.151(2) 0.0355(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Si1 N5 1.6743(10) . ? Si1 C15 1.8845(13) . ? Si1 C13 1.8852(13) . ? Si1 C14 1.8877(13) . ? Si1 Li1 3.173(2) . ? N1 C1 1.4721(15) . ? N1 C3 1.4764(15) . ? N1 C5 1.4787(15) . ? N1 Li1 2.313(2) . ? C1 C2 1.5159(17) . ? Li1 N5 1.986(2) . ? Li1 N3 2.168(2) . ? Li1 N2 2.196(2) . ? Li1 Si2 3.100(2) . ? Si2 N5 1.6689(10) . ? Si2 C16 1.8827(15) . ? Si2 C18 1.884(2) . ? Si2 C17 1.888(2) . ? N2 C7 1.4640(19) . ? N2 C2 1.4704(16) . ? N2 C8 1.4789(18) . ? N3 C4 1.4682(16) . ? N3 C10 1.4731(16) . ? N3 C9 1.4734(16) . ? C3 C4 1.5121(18) . ? N4 C12 1.4569(16) . ? N4 C11 1.4582(16) . ? N4 C6 1.4660(15) . ? C5 C6 1.5361(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Si1 C15 117.31(6) . . ? N5 Si1 C13 111.66(6) . . ? C15 Si1 C13 103.41(6) . . ? N5 Si1 C14 112.49(6) . . ? C15 Si1 C14 103.48(7) . . ? C13 Si1 C14 107.57(6) . . ? N5 Si1 Li1 32.86(5) . . ? C15 Si1 Li1 150.15(6) . . ? C13 Si1 Li1 92.97(5) . . ? C14 Si1 Li1 94.86(6) . . ? C1 N1 C3 113.10(9) . . ? C1 N1 C5 110.67(9) . . ? C3 N1 C5 111.23(9) . . ? C1 N1 Li1 103.34(8) . . ? C3 N1 Li1 101.03(8) . . ? C5 N1 Li1 117.04(9) . . ? N1 C1 C2 113.00(10) . . ? N5 Li1 N3 117.62(10) . . ? N5 Li1 N2 119.92(10) . . ? N3 Li1 N2 113.68(10) . . ? N5 Li1 N1 131.50(10) . . ? N3 Li1 N1 83.55(8) . . ? N2 Li1 N1 82.17(8) . . ? N5 Li1 Si2 29.00(4) . . ? N3 Li1 Si2 106.67(8) . . ? N2 Li1 Si2 107.65(8) . . ? N1 Li1 Si2 160.49(9) . . ? N5 Li1 Si1 27.22(4) . . ? N3 Li1 Si1 121.83(8) . . ? N2 Li1 Si1 124.47(8) . . ? N1 Li1 Si1 104.28(7) . . ? Si2 Li1 Si1 56.22(4) . . ? N5 Si2 C16 111.99(6) . . ? N5 Si2 C18 114.23(9) . . ? C16 Si2 C18 104.30(8) . . ? N5 Si2 C17 114.00(9) . . ? C16 Si2 C17 104.87(9) . . ? C18 Si2 C17 106.55(13) . . ? N5 Si2 Li1 35.24(5) . . ? C16 Si2 Li1 76.76(6) . . ? C18 Si2 Li1 124.98(11) . . ? C17 Si2 Li1 126.72(10) . . ? C7 N2 C2 110.26(11) . . ? C7 N2 C8 109.84(12) . . ? C2 N2 C8 107.38(11) . . ? C7 N2 Li1 101.01(10) . . ? C2 N2 Li1 106.37(9) . . ? C8 N2 Li1 121.63(10) . . ? N2 C2 C1 113.72(10) . . ? C4 N3 C10 109.21(10) . . ? C4 N3 C9 110.30(10) . . ? C10 N3 C9 108.52(10) . . ? C4 N3 Li1 102.57(9) . . ? C10 N3 Li1 109.78(10) . . ? C9 N3 Li1 116.22(10) . . ? N1 C3 C4 110.94(10) . . ? C12 N4 C11 109.23(10) . . ? C12 N4 C6 109.28(10) . . ? C11 N4 C6 111.31(10) . . ? N3 C4 C3 112.54(10) . . ? Si2 N5 Si1 124.32(6) . . ? Si2 N5 Li1 115.76(8) . . ? Si1 N5 Li1 119.92(8) . . ? N1 C5 C6 116.01(10) . . ? N4 C6 C5 111.41(10) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.519 _refine_diff_density_min -0.478 _refine_diff_density_rms 0.068 data_Compound2k08mgd08 _database_code_depnum_ccdc_archive 'CCDC 769780' #TrackingRef '- revised TREN.cif' _audit_creation_date 2008-05-22T13:56:45-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C60 H104 Li4 N8 O4' _chemical_formula_weight 1029.27 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 _cell_length_a 10.3310(3) _cell_length_b 12.0130(3) _cell_length_c 14.1840(4) _cell_angle_alpha 69.1400(10) _cell_angle_beta 75.7100(10) _cell_angle_gamma 77.1830(10) _cell_volume 1576.51(7) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.084 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 564 _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.067 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0421 _diffrn_reflns_av_unetI/netI 0.0478 _diffrn_reflns_number 16806 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.62 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _reflns_number_total 5527 _reflns_number_gt 4344 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1043P)^2^+1.6826P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_number_reflns 5527 _refine_ls_number_parameters 355 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0944 _refine_ls_R_factor_gt 0.0763 _refine_ls_wR_factor_ref 0.2154 _refine_ls_wR_factor_gt 0.1982 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.138 _refine_diff_density_min -0.391 _refine_diff_density_rms 0.059 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.50621(17) 0.65051(16) -0.23453(13) 0.0327(4) Uani 1 1 d . . . N1 N 0.2272(2) 0.8800(2) -0.23324(19) 0.0400(6) Uani 1 1 d . . . Li1 Li 0.3349(5) 0.7214(4) -0.2680(3) 0.0356(10) Uani 1 1 d . . . O2 O 0.57590(18) 0.40403(16) -0.02686(14) 0.0343(4) Uani 1 1 d . . . N2 N 0.1686(2) 0.6344(2) -0.1701(2) 0.0424(6) Uani 1 1 d . . . Li2 Li 0.5135(4) 0.5668(4) -0.0952(3) 0.0334(9) Uani 1 1 d . . . N3 N 0.3074(3) 0.8209(2) -0.42391(19) 0.0466(6) Uani 1 1 d . . . N4 N 0.2102(2) 1.1271(2) -0.19285(19) 0.0431(6) Uani 1 1 d . . . C11 C 0.6027(3) 0.6417(2) -0.31548(19) 0.0308(6) Uani 1 1 d . . . C12 C 0.7069(3) 0.7141(2) -0.3509(2) 0.0327(6) Uani 1 1 d . . . C13 C 0.8047(3) 0.7061(3) -0.4365(2) 0.0377(6) Uani 1 1 d . . . H13 H 0.8738 0.7555 -0.4593 0.045 Uiso 1 1 calc R . . C14 C 0.8056(3) 0.6293(3) -0.4898(2) 0.0404(7) Uani 1 1 d . . . C15 C 0.7045(3) 0.5573(3) -0.4536(2) 0.0399(7) Uani 1 1 d . . . H15 H 0.7036 0.503 -0.4884 0.048 Uiso 1 1 calc R . . C16 C 0.6033(3) 0.5614(2) -0.3676(2) 0.0345(6) Uani 1 1 d . . . C17 C 0.7123(3) 0.7975(3) -0.2953(2) 0.0417(7) Uani 1 1 d . . . H17A H 0.7863 0.8446 -0.3321 0.063 Uiso 1 1 calc R . . H17B H 0.7277 0.7505 -0.2256 0.063 Uiso 1 1 calc R . . H17C H 0.6266 0.8521 -0.2917 0.063 Uiso 1 1 calc R . . C18 C 0.4987(3) 0.4784(3) -0.3290(2) 0.0452(7) Uani 1 1 d . . . H18A H 0.5096 0.423 -0.2604 0.068 Uiso 1 1 calc R . . H18B H 0.51 0.4323 -0.3759 0.068 Uiso 1 1 calc R . . H18C H 0.4084 0.5259 -0.3253 0.068 Uiso 1 1 calc R . . C19 C 0.9125(3) 0.6249(3) -0.5835(2) 0.0556(9) Uani 1 1 d . . . H19A H 0.9018 0.702 -0.6384 0.083 Uiso 1 1 calc R . . H19B H 0.9026 0.56 -0.6067 0.083 Uiso 1 1 calc R . . H19C H 1.0022 0.6099 -0.5661 0.083 Uiso 1 1 calc R . . C21 C 0.6210(2) 0.3209(2) -0.07423(18) 0.0283(5) Uani 1 1 d . . . C22 C 0.7428(3) 0.3262(2) -0.14677(19) 0.0289(5) Uani 1 1 d . . . C23 C 0.7864(3) 0.2389(2) -0.19562(19) 0.0318(6) Uani 1 1 d . . . H23 H 0.8679 0.2439 -0.2449 0.038 Uiso 1 1 calc R . . C24 C 0.7156(3) 0.1447(2) -0.17531(19) 0.0323(6) Uani 1 1 d . . . C25 C 0.5962(3) 0.1412(2) -0.10441(19) 0.0306(6) Uani 1 1 d . . . H25 H 0.5455 0.078 -0.0897 0.037 Uiso 1 1 calc R . . C26 C 0.5473(2) 0.2266(2) -0.05375(18) 0.0290(5) Uani 1 1 d . . . C27 C 0.8233(3) 0.4266(2) -0.1718(2) 0.0353(6) Uani 1 1 d . . . H27A H 0.7621 0.5032 -0.1798 0.053 Uiso 1 1 calc R . . H27B H 0.8882 0.4311 -0.236 0.053 Uiso 1 1 calc R . . H27C H 0.8718 0.4111 -0.1161 0.053 Uiso 1 1 calc R . . C28 C 0.4178(3) 0.2186(3) 0.0230(2) 0.0391(6) Uani 1 1 d . . . H28A H 0.376 0.1523 0.0244 0.059 Uiso 1 1 calc R . . H28B H 0.3563 0.2944 0.0037 0.059 Uiso 1 1 calc R . . H28C H 0.4367 0.2039 0.0912 0.059 Uiso 1 1 calc R . . C29 C 0.7655(3) 0.0504(3) -0.2288(2) 0.0444(7) Uani 1 1 d . . . H29A H 0.7971 -0.0263 -0.1799 0.067 Uiso 1 1 calc R . . H29B H 0.8401 0.0762 -0.2856 0.067 Uiso 1 1 calc R . . H29C H 0.6916 0.0402 -0.2556 0.067 Uiso 1 1 calc R . . C31 C 0.0982(3) 0.8453(3) -0.1727(3) 0.0622(10) Uani 1 1 d . . . H31A H 0.0596 0.8967 -0.1283 0.075 Uiso 1 1 calc R . . H31B H 0.0349 0.8594 -0.2194 0.075 Uiso 1 1 calc R . . C32 C 0.1107(4) 0.7197(3) -0.1091(3) 0.0625(10) Uani 1 1 d . . . H32A H 0.0205 0.701 -0.0695 0.075 Uiso 1 1 calc R . . H32B H 0.1694 0.707 -0.0594 0.075 Uiso 1 1 calc R . . C33 C 0.0725(4) 0.6176(4) -0.2204(3) 0.0745(12) Uani 1 1 d . . . H33A H 0.115 0.5586 -0.2562 0.112 Uiso 1 1 calc R . . H33B H 0.043 0.6945 -0.2701 0.112 Uiso 1 1 calc R . . H33C H -0.0057 0.5882 -0.1692 0.112 Uiso 1 1 calc R . . C34 C 0.2136(3) 0.5191(3) -0.0967(3) 0.0529(8) Uani 1 1 d . . . H34A H 0.1347 0.4837 -0.0511 0.079 Uiso 1 1 calc R . . H34B H 0.2693 0.5322 -0.0559 0.079 Uiso 1 1 calc R . . H34C H 0.2668 0.4642 -0.1339 0.079 Uiso 1 1 calc R . . C35 C 0.2108(4) 0.9722(3) -0.3350(3) 0.0585(10) Uani 1 1 d . . . H35A H 0.289 1.0168 -0.3615 0.07 Uiso 1 1 calc R . . H35B H 0.1285 1.0307 -0.3255 0.07 Uiso 1 1 calc R . . C36 C 0.2000(4) 0.9173(3) -0.4141(3) 0.0648(10) Uani 1 1 d . . . H36A H 0.1126 0.8865 -0.3941 0.078 Uiso 1 1 calc R . . H36B H 0.2009 0.981 -0.4816 0.078 Uiso 1 1 calc R . . C37 C 0.4341(4) 0.8593(3) -0.4833(3) 0.0668(10) Uani 1 1 d . . . H37A H 0.4193 0.9184 -0.5497 0.1 Uiso 1 1 calc R . . H37B H 0.4979 0.7896 -0.4944 0.1 Uiso 1 1 calc R . . H37C H 0.471 0.8962 -0.4461 0.1 Uiso 1 1 calc R . . C38 C 0.2710(6) 0.7520(4) -0.4812(3) 0.0857(14) Uani 1 1 d . . . H38A H 0.2512 0.8072 -0.5476 0.129 Uiso 1 1 calc R . . H38B H 0.1912 0.7142 -0.4411 0.129 Uiso 1 1 calc R . . H38C H 0.3467 0.6897 -0.4921 0.129 Uiso 1 1 calc R . . C39 C 0.3098(3) 0.9115(3) -0.1775(2) 0.0396(6) Uani 1 1 d . . . H39A H 0.3917 0.9388 -0.2269 0.047 Uiso 1 1 calc R . . H39B H 0.3402 0.8365 -0.1247 0.047 Uiso 1 1 calc R . . C40 C 0.2483(3) 1.0058(3) -0.1249(2) 0.0456(7) Uani 1 1 d . . . H40A H 0.1669 0.979 -0.0746 0.055 Uiso 1 1 calc R . . H40B H 0.3137 1.0098 -0.086 0.055 Uiso 1 1 calc R . . C41 C 0.1270(4) 1.2018(4) -0.1322(3) 0.0640(10) Uani 1 1 d . . . H41A H 0.1778 1.2056 -0.0837 0.096 Uiso 1 1 calc R . . H41B H 0.0448 1.1668 -0.0942 0.096 Uiso 1 1 calc R . . H41C H 0.1026 1.2832 -0.1779 0.096 Uiso 1 1 calc R . . C42 C 0.3292(3) 1.1828(3) -0.2530(3) 0.0526(8) Uani 1 1 d . . . H42A H 0.301 1.2621 -0.3002 0.079 Uiso 1 1 calc R . . H42B H 0.3868 1.1317 -0.2923 0.079 Uiso 1 1 calc R . . H42C H 0.3797 1.192 -0.2068 0.079 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0317(9) 0.0353(10) 0.0275(9) -0.0092(8) 0.0010(7) -0.0063(7) N1 0.0365(13) 0.0338(12) 0.0512(14) -0.0159(11) -0.0081(11) -0.0039(10) Li1 0.037(2) 0.033(2) 0.035(2) -0.0079(19) -0.0028(18) -0.0090(18) O2 0.0401(10) 0.0290(9) 0.0316(9) -0.0137(8) -0.0001(8) -0.0013(8) N2 0.0374(13) 0.0362(13) 0.0502(14) -0.0083(11) -0.0028(11) -0.0141(10) Li2 0.037(2) 0.030(2) 0.030(2) -0.0103(18) 0.0011(18) -0.0068(18) N3 0.0557(16) 0.0438(14) 0.0367(13) -0.0066(11) -0.0101(11) -0.0090(12) N4 0.0423(13) 0.0395(13) 0.0474(14) -0.0155(11) -0.0128(11) 0.0021(11) C11 0.0314(13) 0.0300(13) 0.0251(12) -0.0051(10) -0.0031(10) -0.0015(10) C12 0.0326(13) 0.0302(13) 0.0307(13) -0.0061(11) -0.0039(10) -0.0036(11) C13 0.0311(14) 0.0376(15) 0.0335(14) -0.0031(12) 0.0003(11) -0.0042(11) C14 0.0410(15) 0.0399(15) 0.0284(14) -0.0061(12) 0.0003(12) 0.0023(12) C15 0.0483(17) 0.0385(15) 0.0316(14) -0.0148(12) -0.0074(12) 0.0022(13) C16 0.0385(14) 0.0331(14) 0.0307(13) -0.0106(11) -0.0063(11) -0.0025(11) C17 0.0407(15) 0.0421(16) 0.0422(16) -0.0142(13) -0.0009(12) -0.0122(13) C18 0.0502(17) 0.0428(16) 0.0485(17) -0.0192(14) -0.0086(14) -0.0111(14) C19 0.0525(19) 0.062(2) 0.0351(16) -0.0118(15) 0.0048(14) 0.0055(16) C21 0.0312(13) 0.0251(12) 0.0255(12) -0.0076(10) -0.0041(10) -0.0002(10) C22 0.0318(13) 0.0268(12) 0.0263(12) -0.0066(10) -0.0049(10) -0.0047(10) C23 0.0309(13) 0.0349(14) 0.0272(13) -0.0117(11) 0.0000(10) -0.0030(11) C24 0.0382(14) 0.0304(13) 0.0293(13) -0.0119(11) -0.0068(11) -0.0021(11) C25 0.0343(13) 0.0248(12) 0.0314(13) -0.0054(10) -0.0077(11) -0.0062(10) C26 0.0305(13) 0.0273(12) 0.0248(12) -0.0048(10) -0.0038(10) -0.0026(10) C27 0.0357(14) 0.0333(14) 0.0369(14) -0.0129(12) -0.0016(11) -0.0080(11) C28 0.0344(14) 0.0358(15) 0.0397(15) -0.0081(12) 0.0013(12) -0.0057(11) C29 0.0524(18) 0.0406(16) 0.0437(16) -0.0227(14) -0.0027(13) -0.0054(13) C31 0.0376(17) 0.060(2) 0.095(3) -0.043(2) 0.0071(17) -0.0100(15) C32 0.050(2) 0.062(2) 0.065(2) -0.0219(19) 0.0120(17) -0.0111(16) C33 0.068(2) 0.092(3) 0.064(2) 0.003(2) -0.023(2) -0.047(2) C34 0.0457(18) 0.057(2) 0.0459(18) -0.0052(15) -0.0009(14) -0.0147(15) C35 0.073(2) 0.0312(16) 0.080(2) -0.0117(16) -0.047(2) 0.0032(15) C36 0.076(2) 0.054(2) 0.055(2) -0.0045(17) -0.0195(19) -0.0047(18) C37 0.064(2) 0.057(2) 0.051(2) 0.0113(17) -0.0030(17) -0.0091(18) C38 0.133(4) 0.075(3) 0.060(2) -0.016(2) -0.031(3) -0.031(3) C39 0.0425(15) 0.0348(15) 0.0401(15) -0.0085(12) -0.0129(12) -0.0031(12) C40 0.0519(18) 0.0460(17) 0.0384(16) -0.0118(13) -0.0109(13) -0.0063(14) C41 0.069(2) 0.062(2) 0.069(2) -0.037(2) -0.0241(19) 0.0144(18) C42 0.0560(19) 0.0415(17) 0.059(2) -0.0074(15) -0.0182(16) -0.0100(15) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C11 1.341(3) . ? O1 Li1 1.882(5) . ? O1 Li2 1.884(5) . ? N1 C31 1.454(4) . ? N1 C39 1.479(4) . ? N1 C35 1.496(4) . ? N1 Li1 2.137(5) . ? Li1 N2 2.134(5) . ? Li1 N3 2.163(5) . ? Li1 C11 2.718(5) . ? Li1 Li2 3.214(6) . ? O2 C21 1.335(3) . ? O2 Li2 1.863(4) 2_665 ? O2 Li2 1.892(5) . ? N2 C33 1.442(4) . ? N2 C34 1.465(4) . ? N2 C32 1.503(4) . ? Li2 O2 1.863(4) 2_665 ? Li2 Li2 2.585(9) 2_665 ? N3 C36 1.435(5) . ? N3 C37 1.443(4) . ? N3 C38 1.501(5) . ? N4 C41 1.458(4) . ? N4 C42 1.459(4) . ? N4 C40 1.463(4) . ? C11 C16 1.407(4) . ? C11 C12 1.416(4) . ? C12 C13 1.393(4) . ? C12 C17 1.497(4) . ? C13 C14 1.383(4) . ? C13 H13 0.95 . ? C14 C15 1.387(4) . ? C14 C19 1.512(4) . ? C15 C16 1.405(4) . ? C15 H15 0.95 . ? C16 C18 1.503(4) . ? C17 H17A 0.98 . ? C17 H17B 0.98 . ? C17 H17C 0.98 . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C19 H19A 0.98 . ? C19 H19B 0.98 . ? C19 H19C 0.98 . ? C21 C26 1.410(4) . ? C21 C22 1.413(3) . ? C22 C23 1.392(4) . ? C22 C27 1.505(4) . ? C23 C24 1.389(4) . ? C23 H23 0.95 . ? C24 C25 1.384(4) . ? C24 C29 1.511(4) . ? C25 C26 1.393(4) . ? C25 H25 0.95 . ? C26 C28 1.500(3) . ? C27 H27A 0.98 . ? C27 H27B 0.98 . ? C27 H27C 0.98 . ? C28 H28A 0.98 . ? C28 H28B 0.98 . ? C28 H28C 0.98 . ? C29 H29A 0.98 . ? C29 H29B 0.98 . ? C29 H29C 0.98 . ? C31 C32 1.452(5) . ? C31 H31A 0.99 . ? C31 H31B 0.99 . ? C32 H32A 0.99 . ? C32 H32B 0.99 . ? C33 H33A 0.98 . ? C33 H33B 0.98 . ? C33 H33C 0.98 . ? C34 H34A 0.98 . ? C34 H34B 0.98 . ? C34 H34C 0.98 . ? C35 C36 1.526(5) . ? C35 H35A 0.99 . ? C35 H35B 0.99 . ? C36 H36A 0.99 . ? C36 H36B 0.99 . ? C37 H37A 0.98 . ? C37 H37B 0.98 . ? C37 H37C 0.98 . ? C38 H38A 0.98 . ? C38 H38B 0.98 . ? C38 H38C 0.98 . ? C39 C40 1.514(4) . ? C39 H39A 0.99 . ? C39 H39B 0.99 . ? C40 H40A 0.99 . ? C40 H40B 0.99 . ? C41 H41A 0.98 . ? C41 H41B 0.98 . ? C41 H41C 0.98 . ? C42 H42A 0.98 . ? C42 H42B 0.98 . ? C42 H42C 0.98 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 O1 Li1 114.0(2) . . ? C11 O1 Li2 126.7(2) . . ? Li1 O1 Li2 117.2(2) . . ? C31 N1 C39 114.4(3) . . ? C31 N1 C35 111.5(3) . . ? C39 N1 C35 113.7(2) . . ? C31 N1 Li1 104.2(2) . . ? C39 N1 Li1 106.9(2) . . ? C35 N1 Li1 105.1(2) . . ? O1 Li1 N2 116.1(2) . . ? O1 Li1 N1 122.2(2) . . ? N2 Li1 N1 86.17(19) . . ? O1 Li1 N3 122.3(2) . . ? N2 Li1 N3 115.2(2) . . ? N1 Li1 N3 85.40(19) . . ? O1 Li1 C11 26.79(10) . . ? N2 Li1 C11 132.9(2) . . ? N1 Li1 C11 132.6(2) . . ? N3 Li1 C11 96.26(18) . . ? O1 Li1 Li2 31.41(12) . . ? N2 Li1 Li2 88.17(17) . . ? N1 Li1 Li2 109.19(19) . . ? N3 Li1 Li2 153.7(2) . . ? C11 Li1 Li2 57.64(12) . . ? C21 O2 Li2 145.5(2) . 2_665 ? C21 O2 Li2 123.2(2) . . ? Li2 O2 Li2 87.0(2) 2_665 . ? C33 N2 C34 109.3(3) . . ? C33 N2 C32 113.4(3) . . ? C34 N2 C32 106.0(3) . . ? C33 N2 Li1 116.2(2) . . ? C34 N2 Li1 111.8(2) . . ? C32 N2 Li1 99.3(2) . . ? O2 Li2 O1 133.6(3) 2_665 . ? O2 Li2 O2 93.0(2) 2_665 . ? O1 Li2 O2 131.5(2) . . ? O2 Li2 Li2 46.94(15) 2_665 2_665 ? O1 Li2 Li2 169.2(3) . 2_665 ? O2 Li2 Li2 46.03(15) . 2_665 ? O2 Li2 Li1 107.5(2) 2_665 . ? O1 Li2 Li1 31.38(12) . . ? O2 Li2 Li1 139.4(2) . . ? Li2 Li2 Li1 140.6(3) 2_665 . ? C36 N3 C37 114.6(3) . . ? C36 N3 C38 109.3(3) . . ? C37 N3 C38 104.4(3) . . ? C36 N3 Li1 104.3(2) . . ? C37 N3 Li1 108.4(2) . . ? C38 N3 Li1 116.2(2) . . ? C41 N4 C42 109.2(3) . . ? C41 N4 C40 109.7(3) . . ? C42 N4 C40 111.2(2) . . ? O1 C11 C16 121.4(2) . . ? O1 C11 C12 120.3(2) . . ? C16 C11 C12 118.3(2) . . ? O1 C11 Li1 39.24(14) . . ? C16 C11 Li1 102.45(19) . . ? C12 C11 Li1 125.4(2) . . ? C13 C12 C11 119.8(2) . . ? C13 C12 C17 120.4(2) . . ? C11 C12 C17 119.8(2) . . ? C14 C13 C12 122.8(3) . . ? C14 C13 H13 118.6 . . ? C12 C13 H13 118.6 . . ? C13 C14 C15 117.1(2) . . ? C13 C14 C19 121.0(3) . . ? C15 C14 C19 121.9(3) . . ? C14 C15 C16 122.6(3) . . ? C14 C15 H15 118.7 . . ? C16 C15 H15 118.7 . . ? C15 C16 C11 119.5(3) . . ? C15 C16 C18 120.7(3) . . ? C11 C16 C18 119.8(2) . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O2 C21 C26 120.7(2) . . ? O2 C21 C22 120.8(2) . . ? C26 C21 C22 118.5(2) . . ? C23 C22 C21 119.4(2) . . ? C23 C22 C27 120.5(2) . . ? C21 C22 C27 120.1(2) . . ? C24 C23 C22 122.7(2) . . ? C24 C23 H23 118.7 . . ? C22 C23 H23 118.7 . . ? C25 C24 C23 117.1(2) . . ? C25 C24 C29 121.1(2) . . ? C23 C24 C29 121.7(2) . . ? C24 C25 C26 122.6(2) . . ? C24 C25 H25 118.7 . . ? C26 C25 H25 118.7 . . ? C25 C26 C21 119.7(2) . . ? C25 C26 C28 120.7(2) . . ? C21 C26 C28 119.6(2) . . ? C22 C27 H27A 109.5 . . ? C22 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C22 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C26 C28 H28A 109.5 . . ? C26 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C26 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C24 C29 H29A 109.5 . . ? C24 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C24 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C32 C31 N1 112.3(3) . . ? C32 C31 H31A 109.1 . . ? N1 C31 H31A 109.1 . . ? C32 C31 H31B 109.1 . . ? N1 C31 H31B 109.1 . . ? H31A C31 H31B 107.9 . . ? C31 C32 N2 113.0(3) . . ? C31 C32 H32A 109 . . ? N2 C32 H32A 109 . . ? C31 C32 H32B 109 . . ? N2 C32 H32B 109 . . ? H32A C32 H32B 107.8 . . ? N2 C33 H33A 109.5 . . ? N2 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? N2 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N2 C34 H34A 109.5 . . ? N2 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? N2 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? N1 C35 C36 112.9(3) . . ? N1 C35 H35A 109 . . ? C36 C35 H35A 109 . . ? N1 C35 H35B 109 . . ? C36 C35 H35B 109 . . ? H35A C35 H35B 107.8 . . ? N3 C36 C35 113.0(3) . . ? N3 C36 H36A 109 . . ? C35 C36 H36A 109 . . ? N3 C36 H36B 109 . . ? C35 C36 H36B 109 . . ? H36A C36 H36B 107.8 . . ? N3 C37 H37A 109.5 . . ? N3 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? N3 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N3 C38 H38A 109.5 . . ? N3 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? N3 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? N1 C39 C40 119.1(2) . . ? N1 C39 H39A 107.5 . . ? C40 C39 H39A 107.5 . . ? N1 C39 H39B 107.5 . . ? C40 C39 H39B 107.5 . . ? H39A C39 H39B 107 . . ? N4 C40 C39 115.5(2) . . ? N4 C40 H40A 108.4 . . ? C39 C40 H40A 108.4 . . ? N4 C40 H40B 108.4 . . ? C39 C40 H40B 108.4 . . ? H40A C40 H40B 107.5 . . ? N4 C41 H41A 109.5 . . ? N4 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N4 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N4 C42 H42A 109.5 . . ? N4 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N4 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? data_Compound3h08mgd07 _database_code_depnum_ccdc_archive 'CCDC 769781' #TrackingRef '- revised TREN.cif' _audit_creation_date 2008-07-15T18:26:02-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_name_common h08mgd07 _chemical_formula_moiety 'C21 H41 N4 Na O, C9 H12 O' _chemical_formula_sum 'C30 H53 N4 Na O2 ' _chemical_formula_weight 524.75 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.6660(11) _cell_length_b 25.9020(13) _cell_length_c 19.7360(10) _cell_angle_alpha 90 _cell_angle_beta 95.970(2) _cell_angle_gamma 90 _cell_volume 13049.3(11) _cell_formula_units_Z 16 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 131127 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 25.028 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_density_diffrn 1.068 _exptl_crystal_density_method 'not measured' _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.09 _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_crystal_F_000 4608.0 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.0269997 _diffrn_orient_matrix_ub_12 -0.0244674 _diffrn_orient_matrix_ub_13 0.0141441 _diffrn_orient_matrix_ub_21 -0.0080816 _diffrn_orient_matrix_ub_22 -0.0113135 _diffrn_orient_matrix_ub_23 -0.0483967 _diffrn_orient_matrix_ub_31 0.0272102 _diffrn_orient_matrix_ub_32 -0.0276384 _diffrn_orient_matrix_ub_33 0.0072895 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_reflns_av_R_equivalents 0.1894 _diffrn_reflns_av_unetI/netI 0.1277 _diffrn_reflns_number 43029 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.1 _diffrn_reflns_theta_max 25.14 _diffrn_reflns_theta_full 25.14 _diffrn_measured_fraction_theta_full 0.959 _diffrn_measured_fraction_theta_max 0.959 _reflns_number_total 11197 _reflns_number_gt 5119 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1051P)^2^+53.9328P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 11197 _refine_ls_number_parameters 764 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2107 _refine_ls_R_factor_gt 0.1052 _refine_ls_wR_factor_ref 0.3379 _refine_ls_wR_factor_gt 0.2532 _refine_ls_goodness_of_fit_ref 1.04 _refine_ls_restrained_S_all 1.04 _refine_ls_shift/su_max 0.019 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.244 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.055 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3901(3) 0.2812(3) 0.4889(6) 0.115(3) Uani 1 1 d . . . H70A H 0.3674 0.2906 0.4485 0.138 Uiso 1 1 calc R . . H70B H 0.3745 0.2957 0.5273 0.138 Uiso 1 1 calc R . . C2 C 0.4333(4) 0.3057(3) 0.4854(8) 0.141(5) Uani 1 1 d . . . H61A H 0.4317 0.3353 0.5152 0.169 Uiso 1 1 calc R . . H61B H 0.4312 0.3194 0.4395 0.169 Uiso 1 1 calc R . . C3 C 0.5136(5) 0.2985(3) 0.4432(5) 0.129(4) Uani 1 1 d . . . H64A H 0.5124 0.3352 0.4359 0.193 Uiso 1 1 calc R . . H64B H 0.4981 0.2813 0.403 0.193 Uiso 1 1 calc R . . H64C H 0.5494 0.2877 0.4529 0.193 Uiso 1 1 calc R . . C4 C 0.5107(4) 0.3074(3) 0.5587(5) 0.107(3) Uani 1 1 d . . . H65A H 0.5068 0.3443 0.5573 0.16 Uiso 1 1 calc R . . H65B H 0.5473 0.2987 0.5622 0.16 Uiso 1 1 calc R . . H65C H 0.4955 0.2939 0.5975 0.16 Uiso 1 1 calc R . . C5 C 0.3599(3) 0.2109(4) 0.5531(4) 0.086(2) Uani 1 1 d . . . H32A H 0.3594 0.241 0.5822 0.104 Uiso 1 1 calc R A 2 H32B H 0.3238 0.2034 0.5365 0.104 Uiso 1 1 calc R A 2 C6 C 0.3782(8) 0.1695(13) 0.5947(14) 0.099(9) Uani 0.49(3) 1 d P B 2 H62A H 0.3681 0.1377 0.5709 0.119 Uiso 0.49(3) 1 calc PR B 2 H62B H 0.3603 0.1704 0.6356 0.119 Uiso 0.49(3) 1 calc PR B 2 C6B C 0.3911(6) 0.2041(10) 0.6191(8) 0.070(7) Uani 0.51(3) 1 d P B 3 H6B1 H 0.3685 0.1915 0.652 0.084 Uiso 0.51(3) 1 calc PR B 3 H6B2 H 0.4049 0.2373 0.6349 0.084 Uiso 0.51(3) 1 calc PR B 3 C7 C 0.4671(5) 0.1888(7) 0.6719(6) 0.181(7) Uani 1 1 d . . . H78A H 0.46 0.1715 0.713 0.271 Uiso 1 1 calc R . . H78B H 0.4594 0.2249 0.6755 0.271 Uiso 1 1 calc R . . H78C H 0.5034 0.1845 0.6652 0.271 Uiso 1 1 calc R . . C8 C 0.4333(7) 0.1140(5) 0.6265(9) 0.208(8) Uani 1 1 d . . . H8A H 0.4123 0.0981 0.5891 0.312 Uiso 0.5 1 calc PR . . H8B H 0.4182 0.1073 0.6681 0.312 Uiso 0.5 1 calc PR . . H8C H 0.4682 0.1001 0.6296 0.312 Uiso 0.5 1 calc PR . . H8D H 0.4535 0.1056 0.6687 0.312 Uiso 0.5 1 calc PR . . H8E H 0.4476 0.0963 0.5898 0.312 Uiso 0.5 1 calc PR . . H8F H 0.3976 0.1036 0.6283 0.312 Uiso 0.5 1 calc PR . . C9 C 0.3602(3) 0.2035(5) 0.4329(5) 0.130(4) Uani 1 1 d . . . H67A H 0.3274 0.1894 0.4451 0.156 Uiso 1 1 calc R B . H67B H 0.351 0.2325 0.4031 0.156 Uiso 1 1 calc R . . C10 C 0.3789(4) 0.1695(6) 0.3960(8) 0.199(8) Uani 1 1 d . B . H74A H 0.3682 0.1794 0.3492 0.239 Uiso 1 1 calc R . . H74B H 0.3605 0.1377 0.4038 0.239 Uiso 1 1 calc R . . C11 C 0.4406(3) 0.1014(3) 0.4011(4) 0.093(2) Uani 1 1 d . . . H38A H 0.4246 0.0867 0.3594 0.139 Uiso 1 1 calc R . . H38B H 0.424 0.088 0.4387 0.139 Uiso 1 1 calc R . . H38C H 0.4772 0.0928 0.4068 0.139 Uiso 1 1 calc R . . C12 C 0.4590(5) 0.1750(4) 0.3414(5) 0.128(4) Uani 1 1 d . . . H66A H 0.4962 0.1703 0.3491 0.192 Uiso 1 1 calc R . . H66B H 0.4512 0.2111 0.3357 0.192 Uiso 1 1 calc R . . H66C H 0.4456 0.1567 0.301 0.192 Uiso 1 1 calc R . . C20 C 0.5867(2) 0.1384(3) 0.5907(3) 0.0614(16) Uani 1 1 d . . . C21 C 0.6207(3) 0.1623(3) 0.6419(3) 0.0687(17) Uani 1 1 d . . . C22 C 0.6457(3) 0.1331(3) 0.6952(3) 0.0763(19) Uani 1 1 d . . . H25 H 0.6682 0.1497 0.7283 0.092 Uiso 1 1 calc R . . C23 C 0.6382(3) 0.0806(3) 0.7006(3) 0.0713(18) Uani 1 1 d . . . C24 C 0.6034(3) 0.0584(3) 0.6512(4) 0.0756(19) Uani 1 1 d . . . H33 H 0.5964 0.0234 0.6552 0.091 Uiso 1 1 calc R . . C25 C 0.5784(2) 0.0843(3) 0.5967(3) 0.0666(17) Uani 1 1 d . . . C26 C 0.5423(3) 0.0574(3) 0.5435(4) 0.090(2) Uani 1 1 d . . . H40A H 0.5379 0.0221 0.5568 0.136 Uiso 1 1 calc R . . H40B H 0.557 0.0583 0.5007 0.136 Uiso 1 1 calc R . . H40C H 0.5089 0.0744 0.5389 0.136 Uiso 1 1 calc R . . C27 C 0.6651(4) 0.0503(4) 0.7591(4) 0.099(3) Uani 1 1 d . . . H57A H 0.6431 0.0493 0.7956 0.149 Uiso 1 1 calc R . . H57B H 0.6978 0.0666 0.7746 0.149 Uiso 1 1 calc R . . H57C H 0.6715 0.0158 0.7444 0.149 Uiso 1 1 calc R . . C28 C 0.6313(4) 0.2197(3) 0.6383(5) 0.100(3) Uani 1 1 d . . . H48A H 0.6499 0.231 0.6804 0.151 Uiso 1 1 calc R . . H48B H 0.5986 0.238 0.6307 0.151 Uiso 1 1 calc R . . H48C H 0.652 0.2266 0.6015 0.151 Uiso 1 1 calc R . . C30 C 0.6169(3) 0.1445(3) 0.3835(3) 0.078(2) Uani 1 1 d . . . C31 C 0.6533(3) 0.1834(3) 0.3962(4) 0.082(2) Uani 1 1 d . . . C32 C 0.6950(3) 0.1851(4) 0.3540(5) 0.103(3) Uani 1 1 d . . . H60 H 0.7207 0.2103 0.3622 0.124 Uiso 1 1 calc R . . C33 C 0.6984(4) 0.1505(5) 0.3015(5) 0.111(3) Uani 1 1 d . . . C34 C 0.6611(4) 0.1121(4) 0.2907(4) 0.097(3) Uani 1 1 d . . . H50 H 0.6639 0.0879 0.2564 0.117 Uiso 1 1 calc R . . C35 C 0.6195(3) 0.1091(4) 0.3302(4) 0.088(2) Uani 1 1 d . . . C36 C 0.5797(4) 0.0675(4) 0.3185(4) 0.109(3) Uani 1 1 d . . . H71A H 0.5801 0.0465 0.3586 0.163 Uiso 1 1 calc R . . H71B H 0.5877 0.0465 0.2808 0.163 Uiso 1 1 calc R . . H71C H 0.5456 0.0827 0.3083 0.163 Uiso 1 1 calc R . . C37 C 0.7437(4) 0.1539(5) 0.2549(5) 0.137(4) Uani 1 1 d . . . H68A H 0.7293 0.1598 0.2087 0.205 Uiso 1 1 calc R . . H68B H 0.763 0.1221 0.2576 0.205 Uiso 1 1 calc R . . H68C H 0.7666 0.1819 0.2698 0.205 Uiso 1 1 calc R . . C38 C 0.6510(4) 0.2218(3) 0.4510(5) 0.098(2) Uani 1 1 d . . . H38D H 0.68 0.2452 0.4508 0.147 Uiso 0.5 1 calc PR . . H38E H 0.6529 0.2044 0.4942 0.147 Uiso 0.5 1 calc PR . . H38F H 0.6188 0.2407 0.4438 0.147 Uiso 0.5 1 calc PR . . H38G H 0.6211 0.215 0.475 0.147 Uiso 0.5 1 calc PR . . H38H H 0.6482 0.2558 0.4316 0.147 Uiso 0.5 1 calc PR . . H38I H 0.6823 0.2195 0.4821 0.147 Uiso 0.5 1 calc PR . . C40 C 0.7881(3) 0.1204(3) 0.6115(4) 0.084(2) Uani 1 1 d . . . H30A H 0.7672 0.1495 0.6236 0.101 Uiso 1 1 calc R . . H30B H 0.8237 0.1325 0.6093 0.101 Uiso 1 1 calc R . . C41 C 0.7881(3) 0.0779(3) 0.6679(4) 0.082(2) Uani 1 1 d . . . H43A H 0.8007 0.0928 0.7116 0.098 Uiso 1 1 calc R . . H43B H 0.7524 0.0663 0.6705 0.098 Uiso 1 1 calc R . . C42 C 0.8768(4) 0.0484(4) 0.6650(5) 0.113(3) Uani 1 1 d . . . H54A H 0.885 0.0615 0.7104 0.169 Uiso 1 1 calc R . . H54B H 0.8836 0.0746 0.6326 0.169 Uiso 1 1 calc R . . H54C H 0.8982 0.0187 0.6587 0.169 Uiso 1 1 calc R . . C43 C 0.8115(5) -0.0060(4) 0.6997(4) 0.119(3) Uani 1 1 d . . . H59A H 0.8196 0.0059 0.7457 0.179 Uiso 1 1 calc R . . H59B H 0.8333 -0.035 0.6918 0.179 Uiso 1 1 calc R . . H59C H 0.7754 -0.0161 0.6927 0.179 Uiso 1 1 calc R . . C44 C 0.7105(2) 0.0946(3) 0.5371(3) 0.0663(16) Uani 1 1 d . . . H22A H 0.6945 0.1278 0.5259 0.08 Uiso 1 1 calc R . . H22B H 0.6991 0.0836 0.5802 0.08 Uiso 1 1 calc R . . C45 C 0.6911(3) 0.0571(3) 0.4840(3) 0.0734(18) Uani 1 1 d . . . H14A H 0.6531 0.056 0.4814 0.088 Uiso 1 1 calc R . . H14B H 0.7004 0.0693 0.4404 0.088 Uiso 1 1 calc R . . C46 C 0.6840(3) -0.0189(3) 0.5501(5) 0.095(2) Uani 1 1 d . . . H44A H 0.6468 -0.0182 0.5375 0.143 Uiso 1 1 calc R . . H44B H 0.6921 0.0004 0.5914 0.143 Uiso 1 1 calc R . . H44C H 0.6954 -0.0539 0.557 0.143 Uiso 1 1 calc R . . C47 C 0.7000(3) -0.0262(4) 0.4359(4) 0.101(3) Uani 1 1 d . . . H53A H 0.6628 -0.028 0.4243 0.151 Uiso 1 1 calc R . . H53B H 0.7136 -0.0604 0.4445 0.151 Uiso 1 1 calc R . . H53C H 0.716 -0.0112 0.3987 0.151 Uiso 1 1 calc R . . C48 C 0.7839(3) 0.1363(3) 0.4912(4) 0.0794(19) Uani 1 1 d . . . H36A H 0.7602 0.1315 0.4501 0.095 Uiso 1 1 calc R . . H36B H 0.7806 0.1718 0.5058 0.095 Uiso 1 1 calc R . . C49 C 0.8381(3) 0.1275(3) 0.4749(4) 0.0791(19) Uani 1 1 d . . . H42A H 0.8454 0.1515 0.4393 0.095 Uiso 1 1 calc R . . H42B H 0.8619 0.1356 0.515 0.095 Uiso 1 1 calc R . . C50 C 0.9046(3) 0.0665(3) 0.4503(5) 0.091(2) Uani 1 1 d . . . H28A H 0.9175 0.0895 0.4178 0.137 Uiso 1 1 calc R . . H28B H 0.9101 0.0314 0.4369 0.137 Uiso 1 1 calc R . . H28C H 0.923 0.0726 0.4944 0.137 Uiso 1 1 calc R . . C51 C 0.8216(3) 0.0648(4) 0.3844(4) 0.096(2) Uani 1 1 d . . . H46A H 0.8388 0.0828 0.3504 0.143 Uiso 1 1 calc R . . H46B H 0.786 0.0763 0.383 0.143 Uiso 1 1 calc R . . H46C H 0.8222 0.0283 0.3754 0.143 Uiso 1 1 calc R . . C60 C 0.8673(3) -0.0890(3) 0.5695(3) 0.075(2) Uani 1 1 d . . . C61 C 0.9182(3) -0.0797(2) 0.6026(3) 0.0662(16) Uani 1 1 d . . . C62 C 0.9339(3) -0.1049(3) 0.6624(3) 0.0720(18) Uani 1 1 d . . . H39 H 0.9669 -0.0973 0.6843 0.086 Uiso 1 1 calc R . . C63 C 0.9035(3) -0.1410(3) 0.6923(3) 0.0717(18) Uani 1 1 d . . . C64 C 0.8545(3) -0.1510(3) 0.6574(3) 0.0711(17) Uani 1 1 d . . . H16 H 0.8337 -0.1758 0.6753 0.085 Uiso 1 1 calc R . . C65 C 0.8349(3) -0.1265(3) 0.5980(3) 0.0690(17) Uani 1 1 d . . . C66 C 0.9541(3) -0.0425(3) 0.5722(4) 0.094(2) Uani 1 1 d . . . H56A H 0.9615 -0.0549 0.5284 0.141 Uiso 1 1 calc R . . H56B H 0.9862 -0.0395 0.6016 0.141 Uiso 1 1 calc R . . H56C H 0.9375 -0.0092 0.5671 0.141 Uiso 1 1 calc R . . C67 C 0.9214(3) -0.1675(3) 0.7577(4) 0.089(2) Uani 1 1 d . . . H49A H 0.9413 -0.1976 0.7486 0.133 Uiso 1 1 calc R . . H49B H 0.8916 -0.1775 0.7802 0.133 Uiso 1 1 calc R . . H49C H 0.943 -0.1444 0.7866 0.133 Uiso 1 1 calc R . . C68 C 0.7819(3) -0.1385(4) 0.5649(4) 0.098(3) Uani 1 1 d . . . H47A H 0.7675 -0.167 0.5881 0.148 Uiso 1 1 calc R . . H47B H 0.784 -0.1476 0.5181 0.148 Uiso 1 1 calc R . . H47C H 0.7597 -0.1089 0.5671 0.148 Uiso 1 1 calc R . . O1 O 0.56392(17) 0.16548(18) 0.5389(2) 0.0716(12) Uani 1 1 d . B . O2 O 0.57538(19) 0.1377(2) 0.4202(3) 0.0896(15) Uani 1 1 d . . . O3 O 0.8499(2) -0.0628(2) 0.5140(2) 0.0916(16) Uani 1 1 d . . . Na1 Na 0.48016(8) 0.19073(8) 0.51067(11) 0.0538(6) Uani 1 1 d . . . Na2 Na 0.80758(8) 0.01209(8) 0.53068(11) 0.0536(6) Uani 1 1 d . . . N1 N 0.38630(18) 0.2254(2) 0.4953(3) 0.0625(13) Uani 1 1 d . B . N2 N 0.4353(2) 0.1673(2) 0.6156(3) 0.0771(16) Uani 1 1 d . B . N3 N 0.4349(2) 0.1556(2) 0.3986(3) 0.0821(18) Uani 1 1 d . B . N4 N 0.48534(18) 0.28592(18) 0.4991(3) 0.0614(13) Uani 1 1 d . B . N5 N 0.7675(2) 0.1010(2) 0.5459(3) 0.0659(13) Uani 1 1 d . . . N6 N 0.8207(3) 0.0335(3) 0.6548(3) 0.0828(18) Uani 1 1 d . . . N7 N 0.71115(19) 0.0046(2) 0.4949(3) 0.0658(13) Uani 1 1 d . . . N8 N 0.8494(2) 0.0754(2) 0.4529(3) 0.0762(16) Uani 1 1 d . . . C77 C 0.9121(4) -0.2172(3) 0.2142(4) 0.098(2) Uani 1 1 d . . . H51A H 0.9005 -0.2038 0.1698 0.147 Uiso 1 1 calc R C 5 H51B H 0.9006 -0.2523 0.2173 0.147 Uiso 1 1 calc R C 5 H51C H 0.9496 -0.2159 0.2214 0.147 Uiso 1 1 calc R C 5 O4 O 0.8142(3) -0.0974(3) 0.4038(4) 0.083(3) Uani 0.676(12) 1 d P D 5 H4 H 0.8353 -0.0795 0.4274 0.124 Uiso 0.676(12) 1 calc PR D 5 C70 C 0.8400(4) -0.1258(4) 0.3596(5) 0.063(4) Uani 0.676(12) 1 d PG D 5 C71 C 0.8143(3) -0.1680(4) 0.3281(4) 0.060(3) Uani 0.676(12) 1 d PG D 5 C72 C 0.8389(4) -0.1977(4) 0.2821(5) 0.069(4) Uani 0.676(12) 1 d PG D 5 H72 H 0.8217 -0.2259 0.261 0.082 Uiso 0.676(12) 1 calc PR D 5 C73 C 0.8892(4) -0.1851(5) 0.2676(6) 0.080(9) Uani 0.676(12) 1 d PG D 5 C74 C 0.9149(4) -0.1429(4) 0.2991(6) 0.070(4) Uani 0.676(12) 1 d PG D 5 H74 H 0.9486 -0.1345 0.2894 0.085 Uiso 0.676(12) 1 calc PR D 5 C75 C 0.8903(4) -0.1132(3) 0.3451(5) 0.054(4) Uani 0.676(12) 1 d PG D 5 C76 C 0.9200(5) -0.0670(4) 0.3771(5) 0.074(3) Uani 0.676(12) 1 d P D 5 H69A H 0.9154 -0.0653 0.4247 0.111 Uiso 0.676(12) 1 calc PR D 5 H69B H 0.9067 -0.0359 0.355 0.111 Uiso 0.676(12) 1 calc PR D 5 H69C H 0.9566 -0.0704 0.3717 0.111 Uiso 0.676(12) 1 calc PR D 5 C78 C 0.7606(4) -0.1820(5) 0.3461(6) 0.084(4) Uani 0.676(12) 1 d P D 5 H63A H 0.7526 -0.2169 0.3324 0.126 Uiso 0.676(12) 1 calc PR D 5 H63B H 0.7352 -0.1591 0.3229 0.126 Uiso 0.676(12) 1 calc PR D 5 H63C H 0.7596 -0.1788 0.3944 0.126 Uiso 0.676(12) 1 calc PR D 5 O5 O 0.8757(8) -0.0622(6) 0.3981(8) 0.084(6) Uani 0.324(12) 1 d P D 6 H5 H 0.8911 -0.0377 0.3829 0.126 Uiso 0.324(12) 1 calc PR D 6 C80 C 0.9253(10) -0.1049(7) 0.3293(11) 0.082(7) Uani 0.324(12) 1 d PG D 6 C81 C 0.8779(12) -0.1019(8) 0.3575(11) 0.069(11) Uani 0.324(12) 1 d PG D 6 C85 C 0.8387(9) -0.1379(10) 0.3394(12) 0.078(11) Uani 0.324(12) 1 d PG D 6 C84 C 0.8468(8) -0.1768(8) 0.2932(13) 0.084(10) Uani 0.324(12) 1 d PG D 6 H84 H 0.8206 -0.2008 0.281 0.101 Uiso 0.324(12) 1 calc PR D 6 C83 C 0.8942(9) -0.1797(9) 0.2650(14) 0.079(19) Uani 0.324(12) 1 d PG D 6 C82 C 0.9334(8) -0.1438(10) 0.2831(13) 0.103(12) Uani 0.324(12) 1 d PG D 6 H82 H 0.9651 -0.1458 0.2642 0.124 Uiso 0.324(12) 1 calc PR D 6 C86 C 0.7914(10) -0.1330(14) 0.3660(16) 0.107(12) Uani 0.324(12) 1 d P D 6 H86A H 0.7929 -0.1042 0.3969 0.161 Uiso 0.324(12) 1 calc PR D 6 H86B H 0.7841 -0.164 0.39 0.161 Uiso 0.324(12) 1 calc PR D 6 H86C H 0.7641 -0.1273 0.3297 0.161 Uiso 0.324(12) 1 calc PR D 6 C87 C 0.9693(11) -0.0642(10) 0.3453(12) 0.094(9) Uani 0.324(12) 1 d P D 6 H87A H 0.9757 -0.0596 0.3937 0.142 Uiso 0.324(12) 1 calc PR D 6 H87B H 0.9586 -0.032 0.3243 0.142 Uiso 0.324(12) 1 calc PR D 6 H87C H 1.0008 -0.076 0.3279 0.142 Uiso 0.324(12) 1 calc PR D 6 H1 H 0.576(3) 0.151(3) 0.471(4) 0.09(2) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.060(5) 0.086(6) 0.200(10) 0.040(6) 0.023(5) 0.018(4) C2 0.079(6) 0.047(4) 0.289(15) -0.003(6) -0.015(7) 0.013(4) C3 0.215(12) 0.077(6) 0.104(6) 0.014(5) 0.065(7) 0.023(6) C4 0.136(8) 0.075(5) 0.102(6) -0.010(5) -0.022(5) 0.008(5) C5 0.069(5) 0.110(6) 0.085(5) 0.003(5) 0.030(4) 0.004(4) C6 0.082(12) 0.098(19) 0.128(17) 0.011(15) 0.061(12) -0.012(12) C6B 0.060(9) 0.076(14) 0.079(10) 0.008(8) 0.028(7) 0.001(8) C7 0.162(11) 0.276(18) 0.113(8) -0.069(10) 0.058(8) -0.093(12) C8 0.312(19) 0.104(8) 0.249(16) 0.012(9) 0.220(16) -0.012(10) C9 0.054(4) 0.234(13) 0.100(6) -0.059(7) -0.001(4) 0.019(6) C10 0.085(7) 0.252(15) 0.242(14) -0.183(13) -0.068(8) 0.072(8) C11 0.098(6) 0.085(6) 0.094(5) 0.000(4) 0.001(4) -0.011(5) C12 0.173(10) 0.092(6) 0.108(7) 0.026(5) -0.039(7) -0.034(6) C20 0.059(4) 0.071(4) 0.057(4) 0.006(3) 0.018(3) 0.018(3) C21 0.075(4) 0.069(4) 0.063(4) -0.006(3) 0.011(3) 0.018(3) C22 0.092(5) 0.085(5) 0.052(4) -0.009(3) 0.008(3) 0.015(4) C23 0.079(4) 0.083(5) 0.054(4) 0.007(3) 0.018(3) 0.021(4) C24 0.080(5) 0.078(5) 0.074(4) 0.013(4) 0.028(4) 0.019(4) C25 0.061(4) 0.073(4) 0.069(4) 0.005(3) 0.022(3) 0.004(3) C26 0.072(5) 0.104(6) 0.095(5) -0.004(5) 0.010(4) 0.003(4) C27 0.112(6) 0.112(6) 0.074(5) 0.027(4) 0.015(4) 0.037(5) C28 0.130(7) 0.067(5) 0.100(6) -0.013(4) -0.010(5) 0.020(5) C30 0.070(4) 0.102(6) 0.063(4) 0.018(4) 0.016(3) 0.022(4) C31 0.073(5) 0.093(6) 0.082(5) 0.032(4) 0.016(4) 0.024(4) C32 0.077(5) 0.126(7) 0.106(7) 0.043(6) 0.012(5) 0.015(5) C33 0.091(6) 0.168(10) 0.077(6) 0.058(6) 0.026(5) 0.047(7) C34 0.082(5) 0.142(8) 0.069(5) 0.026(5) 0.016(4) 0.036(6) C35 0.086(5) 0.120(7) 0.060(4) 0.018(4) 0.014(4) 0.032(5) C36 0.111(7) 0.145(8) 0.071(5) -0.019(5) 0.010(5) 0.008(6) C37 0.092(6) 0.214(12) 0.111(7) 0.044(7) 0.044(5) 0.031(7) C38 0.107(6) 0.079(5) 0.109(6) 0.011(5) 0.014(5) 0.014(5) C40 0.089(5) 0.074(5) 0.089(5) -0.020(4) 0.002(4) 0.015(4) C41 0.100(5) 0.078(5) 0.067(4) -0.026(4) 0.004(4) 0.010(4) C42 0.112(7) 0.117(7) 0.102(6) -0.043(5) -0.018(5) 0.027(6) C43 0.181(10) 0.114(7) 0.066(5) -0.001(5) 0.031(5) 0.052(7) C44 0.062(4) 0.063(4) 0.074(4) 0.001(3) 0.007(3) 0.009(3) C45 0.057(4) 0.098(5) 0.065(4) -0.004(4) 0.007(3) 0.017(4) C46 0.090(5) 0.089(5) 0.112(6) -0.002(5) 0.037(5) 0.001(4) C47 0.070(5) 0.121(7) 0.109(6) -0.055(5) -0.002(4) -0.001(4) C48 0.088(5) 0.058(4) 0.094(5) 0.005(4) 0.019(4) 0.004(4) C49 0.084(5) 0.059(4) 0.097(5) 0.004(4) 0.017(4) -0.009(4) C50 0.082(5) 0.075(5) 0.121(6) 0.010(4) 0.035(4) -0.006(4) C51 0.097(6) 0.116(7) 0.077(5) 0.001(5) 0.020(4) -0.006(5) C60 0.100(5) 0.071(4) 0.057(4) -0.005(3) 0.025(4) 0.039(4) C61 0.073(4) 0.066(4) 0.063(4) 0.005(3) 0.019(3) 0.012(3) C62 0.073(4) 0.075(4) 0.069(4) -0.003(3) 0.013(3) 0.013(4) C63 0.074(4) 0.076(4) 0.067(4) 0.009(3) 0.021(4) 0.013(4) C64 0.076(5) 0.073(4) 0.067(4) -0.005(3) 0.021(3) 0.004(4) C65 0.071(4) 0.076(4) 0.061(4) -0.012(3) 0.013(3) 0.017(4) C66 0.105(6) 0.079(5) 0.105(6) 0.009(4) 0.042(5) 0.015(4) C67 0.098(5) 0.103(6) 0.067(4) 0.009(4) 0.014(4) 0.010(5) C68 0.088(6) 0.122(7) 0.084(5) -0.021(5) 0.003(4) 0.020(5) O1 0.067(3) 0.081(3) 0.067(3) 0.002(2) 0.009(2) 0.020(2) O2 0.072(3) 0.122(4) 0.077(3) -0.013(3) 0.020(3) -0.002(3) O3 0.124(4) 0.093(3) 0.058(3) 0.003(2) 0.013(3) 0.052(3) Na1 0.0492(12) 0.0554(12) 0.0579(12) -0.0012(10) 0.0109(9) -0.0012(10) Na2 0.0514(12) 0.0539(12) 0.0556(12) -0.0090(10) 0.0067(9) -0.0012(10) N1 0.051(3) 0.071(3) 0.066(3) -0.005(3) 0.007(2) -0.001(2) N2 0.068(4) 0.094(4) 0.073(4) 0.020(3) 0.027(3) 0.001(3) N3 0.074(4) 0.080(4) 0.087(4) -0.028(3) -0.015(3) 0.015(3) N4 0.051(3) 0.052(3) 0.080(4) -0.003(2) 0.002(3) 0.001(2) N5 0.064(3) 0.066(3) 0.068(3) -0.012(3) 0.006(2) 0.008(3) N6 0.092(5) 0.098(5) 0.055(3) -0.018(3) -0.006(3) 0.022(4) N7 0.057(3) 0.068(3) 0.072(3) -0.009(3) -0.001(2) -0.003(3) N8 0.065(3) 0.063(3) 0.103(4) 0.011(3) 0.021(3) -0.001(3) C77 0.120(7) 0.097(6) 0.078(5) -0.026(4) 0.014(5) 0.020(5) O4 0.074(5) 0.106(6) 0.065(5) -0.028(4) -0.002(4) 0.029(5) C70 0.059(10) 0.075(9) 0.052(7) 0.006(6) -0.005(5) 0.017(8) C71 0.069(7) 0.066(7) 0.046(5) 0.001(5) 0.012(5) 0.002(6) C72 0.082(8) 0.063(9) 0.061(7) -0.010(6) 0.011(6) -0.007(6) C73 0.14(2) 0.051(9) 0.043(9) -0.019(7) -0.004(10) 0.002(10) C74 0.095(9) 0.060(9) 0.055(8) 0.006(6) 0.001(7) -0.007(7) C75 0.062(9) 0.050(7) 0.052(6) 0.002(5) 0.010(6) 0.009(6) C76 0.094(9) 0.057(6) 0.072(6) 0.001(5) 0.015(6) 0.000(6) C78 0.061(6) 0.115(9) 0.076(7) -0.006(6) 0.005(5) 0.008(6) O5 0.105(15) 0.070(10) 0.078(10) 0.007(8) 0.011(9) -0.001(9) C80 0.12(2) 0.064(16) 0.059(13) -0.010(12) 0.008(14) -0.016(15) C81 0.09(3) 0.067(18) 0.051(14) -0.014(12) 0.013(14) 0.04(2) C85 0.07(3) 0.063(18) 0.10(2) 0.020(17) 0.024(16) 0.016(18) C84 0.14(3) 0.048(18) 0.058(16) -0.019(13) 0.003(17) -0.011(16) C83 0.041(16) 0.11(3) 0.09(3) 0.06(3) 0.045(17) 0.021(17) C82 0.15(3) 0.07(2) 0.08(2) -0.008(15) -0.03(2) 0.02(2) C86 0.063(17) 0.15(3) 0.11(2) 0.05(2) 0.006(15) -0.022(18) C87 0.109(19) 0.098(18) 0.075(15) -0.003(13) 0.004(13) -0.055(15) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.285(11) . ? C1 N1 1.454(10) . ? C1 H70A 0.97 . ? C1 H70B 0.97 . ? C2 N4 1.430(9) . ? C2 H61A 0.97 . ? C2 H61B 0.97 . ? C3 N4 1.420(10) . ? C3 H64A 0.96 . ? C3 H64B 0.96 . ? C3 H64C 0.96 . ? C4 N4 1.399(9) . ? C4 H65A 0.96 . ? C4 H65B 0.96 . ? C4 H65C 0.96 . ? C5 C6 1.40(2) . ? C5 N1 1.437(9) . ? C5 C6B 1.466(19) . ? C5 H32A 0.97 . ? C5 H32B 0.97 . ? C6 N2 1.48(2) . ? C6 H62A 0.97 . ? C6 H62B 0.97 . ? C6B N2 1.490(17) . ? C6B H6B1 0.97 . ? C6B H6B2 0.97 . ? C7 N2 1.422(13) . ? C7 H78A 0.96 . ? C7 H78B 0.96 . ? C7 H78C 0.96 . ? C8 N2 1.398(12) . ? C8 H8A 0.96 . ? C8 H8B 0.96 . ? C8 H8C 0.96 . ? C8 H8D 0.96 . ? C8 H8E 0.96 . ? C8 H8F 0.96 . ? C9 C10 1.268(12) . ? C9 N1 1.454(10) . ? C9 H67A 0.97 . ? C9 H67B 0.97 . ? C10 N3 1.476(11) . ? C10 H74A 0.97 . ? C10 H74B 0.97 . ? C11 N3 1.410(10) . ? C11 H38A 0.96 . ? C11 H38B 0.96 . ? C11 H38C 0.96 . ? C12 N3 1.434(12) . ? C12 H66A 0.96 . ? C12 H66B 0.96 . ? C12 H66C 0.96 . ? C20 O1 1.325(7) . ? C20 C21 1.409(9) . ? C20 C25 1.424(9) . ? C21 C22 1.396(9) . ? C21 C28 1.514(10) . ? C22 C23 1.380(10) . ? C22 H25 0.93 . ? C23 C24 1.376(10) . ? C23 C27 1.503(10) . ? C24 C25 1.370(9) . ? C24 H33 0.93 . ? C25 C26 1.498(10) . ? C26 H40A 0.96 . ? C26 H40B 0.96 . ? C26 H40C 0.96 . ? C27 H57A 0.96 . ? C27 H57B 0.96 . ? C27 H57C 0.96 . ? C28 H48A 0.96 . ? C28 H48B 0.96 . ? C28 H48C 0.96 . ? C30 O2 1.359(9) . ? C30 C31 1.379(11) . ? C30 C35 1.402(11) . ? C31 C32 1.423(12) . ? C31 C38 1.476(12) . ? C32 C33 1.379(14) . ? C32 H60 0.93 . ? C33 C34 1.382(14) . ? C33 C37 1.556(12) . ? C34 C35 1.389(12) . ? C34 H50 0.93 . ? C35 C36 1.486(13) . ? C36 H71A 0.96 . ? C36 H71B 0.96 . ? C36 H71C 0.96 . ? C37 H68A 0.96 . ? C37 H68B 0.96 . ? C37 H68C 0.96 . ? C38 H38D 0.96 . ? C38 H38E 0.96 . ? C38 H38F 0.96 . ? C38 H38G 0.96 . ? C38 H38H 0.96 . ? C38 H38I 0.96 . ? C40 N5 1.439(9) . ? C40 C41 1.564(11) . ? C40 H30A 0.97 . ? C40 H30B 0.97 . ? C41 N6 1.460(9) . ? C41 H43A 0.97 . ? C41 H43B 0.97 . ? C42 N6 1.485(11) . ? C42 H54A 0.96 . ? C42 H54B 0.96 . ? C42 H54C 0.96 . ? C43 N6 1.389(11) . ? C43 H59A 0.96 . ? C43 H59B 0.96 . ? C43 H59C 0.96 . ? C44 N5 1.465(8) . ? C44 C45 1.476(9) . ? C44 H22A 0.97 . ? C44 H22B 0.97 . ? C45 N7 1.462(9) . ? C45 H14A 0.97 . ? C45 H14B 0.97 . ? C46 N7 1.482(9) . ? C46 H44A 0.96 . ? C46 H44B 0.96 . ? C46 H44C 0.96 . ? C47 N7 1.418(9) . ? C47 H53A 0.96 . ? C47 H53B 0.96 . ? C47 H53C 0.96 . ? C48 C49 1.478(10) . ? C48 N5 1.508(9) . ? C48 H36A 0.97 . ? C48 H36B 0.97 . ? C49 N8 1.458(9) . ? C49 H42A 0.97 . ? C49 H42B 0.97 . ? C50 N8 1.441(9) . ? C50 H28A 0.96 . ? C50 H28B 0.96 . ? C50 H28C 0.96 . ? C51 N8 1.488(10) . ? C51 H46A 0.96 . ? C51 H46B 0.96 . ? C51 H46C 0.96 . ? C60 O3 1.324(8) . ? C60 C61 1.420(10) . ? C60 C65 1.431(10) . ? C60 Na2 3.090(7) . ? C61 C62 1.373(9) . ? C61 C66 1.502(10) . ? C62 C63 1.388(10) . ? C62 H39 0.93 . ? C63 C64 1.392(10) . ? C63 C67 1.493(10) . ? C64 C65 1.382(9) . ? C64 H16 0.93 . ? C65 C68 1.480(10) . ? C66 H56A 0.96 . ? C66 H56B 0.96 . ? C66 H56C 0.96 . ? C67 H49A 0.96 . ? C67 H49B 0.96 . ? C67 H49C 0.96 . ? C68 H47A 0.96 . ? C68 H47B 0.96 . ? C68 H47C 0.96 . ? O1 Na1 2.261(5) . ? O1 H1 1.45(9) . ? O2 H1 1.06(8) . ? O3 Na2 2.264(5) . ? Na1 N4 2.481(5) . ? Na1 N2 2.546(5) . ? Na1 N3 2.556(6) . ? Na1 N1 2.559(5) . ? Na2 N6 2.500(6) . ? Na2 N7 2.509(5) . ? Na2 N5 2.552(5) . ? Na2 N8 2.557(6) . ? C77 C73 1.509(9) . ? C77 H51A 0.96 . ? C77 H51B 0.96 . ? C77 H51C 0.96 . ? O4 C70 1.363(8) . ? O4 H4 0.82 . ? C70 C71 1.39 . ? C70 C75 1.39 . ? C71 C72 1.39 . ? C71 C78 1.503(13) . ? C72 C73 1.39 . ? C72 H72 0.93 . ? C73 C74 1.39 . ? C74 C75 1.39 . ? C74 H74 0.93 . ? C75 C76 1.521(14) . ? C76 H69A 0.96 . ? C76 H69B 0.96 . ? C76 H69C 0.96 . ? C78 H63A 0.96 . ? C78 H63B 0.96 . ? C78 H63C 0.96 . ? O5 C81 1.31(2) . ? O5 H5 0.82 . ? C80 C81 1.39 . ? C80 C82 1.39 . ? C80 C87 1.55(3) . ? C81 C85 1.39 . ? C85 C86 1.38(3) . ? C85 C84 1.39 . ? C84 C83 1.39 . ? C84 H84 0.93 . ? C83 C82 1.39 . ? C82 H82 0.93 . ? C86 H86A 0.96 . ? C86 H86B 0.96 . ? C86 H86C 0.96 . ? C87 H87A 0.96 . ? C87 H87B 0.96 . ? C87 H87C 0.96 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 N1 124.2(7) . . ? C2 C1 H70A 106.3 . . ? N1 C1 H70A 106.3 . . ? C2 C1 H70B 106.3 . . ? N1 C1 H70B 106.3 . . ? H70A C1 H70B 106.4 . . ? C1 C2 N4 127.3(8) . . ? C1 C2 H61A 105.5 . . ? N4 C2 H61A 105.5 . . ? C1 C2 H61B 105.5 . . ? N4 C2 H61B 105.5 . . ? H61A C2 H61B 106.1 . . ? N4 C3 H64A 109.5 . . ? N4 C3 H64B 109.5 . . ? H64A C3 H64B 109.5 . . ? N4 C3 H64C 109.5 . . ? H64A C3 H64C 109.5 . . ? H64B C3 H64C 109.5 . . ? N4 C4 H65A 109.5 . . ? N4 C4 H65B 109.5 . . ? H65A C4 H65B 109.5 . . ? N4 C4 H65C 109.5 . . ? H65A C4 H65C 109.5 . . ? H65B C4 H65C 109.5 . . ? C6 C5 N1 120.6(9) . . ? C6 C5 C6B 43.1(10) . . ? N1 C5 C6B 118.6(8) . . ? C6 C5 H32A 107.2 . . ? N1 C5 H32A 107.2 . . ? C6B C5 H32A 67.1 . . ? C6 C5 H32B 107.2 . . ? N1 C5 H32B 107.2 . . ? C6B C5 H32B 133.7 . . ? H32A C5 H32B 106.8 . . ? C5 C6 N2 117.0(17) . . ? C5 C6 H62A 108.1 . . ? N2 C6 H62A 108.1 . . ? C5 C6 H62B 108.1 . . ? N2 C6 H62B 108.1 . . ? H62A C6 H62B 107.3 . . ? C5 C6B N2 112.5(14) . . ? C5 C6B H6B1 109.1 . . ? N2 C6B H6B1 109.1 . . ? C5 C6B H6B2 109.1 . . ? N2 C6B H6B2 109.1 . . ? H6B1 C6B H6B2 107.8 . . ? N2 C7 H78A 109.5 . . ? N2 C7 H78B 109.5 . . ? H78A C7 H78B 109.5 . . ? N2 C7 H78C 109.5 . . ? H78A C7 H78C 109.5 . . ? H78B C7 H78C 109.5 . . ? N2 C8 H8A 109.5 . . ? N2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C8 H8D 109.5 . . ? H8A C8 H8D 141.1 . . ? H8B C8 H8D 56.3 . . ? H8C C8 H8D 56.3 . . ? N2 C8 H8E 109.5 . . ? H8A C8 H8E 56.3 . . ? H8B C8 H8E 141.1 . . ? H8C C8 H8E 56.3 . . ? H8D C8 H8E 109.5 . . ? N2 C8 H8F 109.5 . . ? H8A C8 H8F 56.3 . . ? H8B C8 H8F 56.3 . . ? H8C C8 H8F 141.1 . . ? H8D C8 H8F 109.5 . . ? H8E C8 H8F 109.5 . . ? C10 C9 N1 126.1(8) . . ? C10 C9 H67A 105.8 . . ? N1 C9 H67A 105.8 . . ? C10 C9 H67B 105.8 . . ? N1 C9 H67B 105.8 . . ? H67A C9 H67B 106.2 . . ? C9 C10 N3 125.0(8) . . ? C9 C10 H74A 106.1 . . ? N3 C10 H74A 106.1 . . ? C9 C10 H74B 106.1 . . ? N3 C10 H74B 106.1 . . ? H74A C10 H74B 106.3 . . ? N3 C11 H38A 109.5 . . ? N3 C11 H38B 109.5 . . ? H38A C11 H38B 109.5 . . ? N3 C11 H38C 109.5 . . ? H38A C11 H38C 109.5 . . ? H38B C11 H38C 109.5 . . ? N3 C12 H66A 109.5 . . ? N3 C12 H66B 109.5 . . ? H66A C12 H66B 109.5 . . ? N3 C12 H66C 109.5 . . ? H66A C12 H66C 109.5 . . ? H66B C12 H66C 109.5 . . ? O1 C20 C21 120.8(6) . . ? O1 C20 C25 121.9(6) . . ? C21 C20 C25 117.4(6) . . ? C22 C21 C20 120.3(6) . . ? C22 C21 C28 119.8(7) . . ? C20 C21 C28 119.9(6) . . ? C23 C22 C21 122.3(7) . . ? C23 C22 H25 118.8 . . ? C21 C22 H25 118.8 . . ? C24 C23 C22 116.3(6) . . ? C24 C23 C27 122.5(7) . . ? C22 C23 C27 121.1(7) . . ? C25 C24 C23 124.6(7) . . ? C25 C24 H33 117.7 . . ? C23 C24 H33 117.7 . . ? C24 C25 C20 119.0(7) . . ? C24 C25 C26 121.8(7) . . ? C20 C25 C26 119.1(6) . . ? C25 C26 H40A 109.5 . . ? C25 C26 H40B 109.5 . . ? H40A C26 H40B 109.5 . . ? C25 C26 H40C 109.5 . . ? H40A C26 H40C 109.5 . . ? H40B C26 H40C 109.5 . . ? C23 C27 H57A 109.5 . . ? C23 C27 H57B 109.5 . . ? H57A C27 H57B 109.5 . . ? C23 C27 H57C 109.5 . . ? H57A C27 H57C 109.5 . . ? H57B C27 H57C 109.5 . . ? C21 C28 H48A 109.5 . . ? C21 C28 H48B 109.5 . . ? H48A C28 H48B 109.5 . . ? C21 C28 H48C 109.5 . . ? H48A C28 H48C 109.5 . . ? H48B C28 H48C 109.5 . . ? O2 C30 C31 123.4(7) . . ? O2 C30 C35 114.7(8) . . ? C31 C30 C35 121.9(7) . . ? C30 C31 C32 117.0(8) . . ? C30 C31 C38 123.2(7) . . ? C32 C31 C38 119.8(9) . . ? C33 C32 C31 122.0(10) . . ? C33 C32 H60 119 . . ? C31 C32 H60 119 . . ? C32 C33 C34 119.0(8) . . ? C32 C33 C37 121.2(12) . . ? C34 C33 C37 119.8(11) . . ? C33 C34 C35 121.0(9) . . ? C33 C34 H50 119.5 . . ? C35 C34 H50 119.5 . . ? C34 C35 C30 119.0(9) . . ? C34 C35 C36 120.7(9) . . ? C30 C35 C36 120.3(7) . . ? C35 C36 H71A 109.5 . . ? C35 C36 H71B 109.5 . . ? H71A C36 H71B 109.5 . . ? C35 C36 H71C 109.5 . . ? H71A C36 H71C 109.5 . . ? H71B C36 H71C 109.5 . . ? C33 C37 H68A 109.5 . . ? C33 C37 H68B 109.5 . . ? H68A C37 H68B 109.5 . . ? C33 C37 H68C 109.5 . . ? H68A C37 H68C 109.5 . . ? H68B C37 H68C 109.5 . . ? C31 C38 H38D 109.5 . . ? C31 C38 H38E 109.5 . . ? H38D C38 H38E 109.5 . . ? C31 C38 H38F 109.5 . . ? H38D C38 H38F 109.5 . . ? H38E C38 H38F 109.5 . . ? C31 C38 H38G 109.5 . . ? H38D C38 H38G 141.1 . . ? H38E C38 H38G 56.3 . . ? H38F C38 H38G 56.3 . . ? C31 C38 H38H 109.5 . . ? H38D C38 H38H 56.3 . . ? H38E C38 H38H 141.1 . . ? H38F C38 H38H 56.3 . . ? H38G C38 H38H 109.5 . . ? C31 C38 H38I 109.5 . . ? H38D C38 H38I 56.3 . . ? H38E C38 H38I 56.3 . . ? H38F C38 H38I 141.1 . . ? H38G C38 H38I 109.5 . . ? H38H C38 H38I 109.5 . . ? N5 C40 C41 111.5(6) . . ? N5 C40 H30A 109.3 . . ? C41 C40 H30A 109.3 . . ? N5 C40 H30B 109.3 . . ? C41 C40 H30B 109.3 . . ? H30A C40 H30B 108 . . ? N6 C41 C40 112.7(6) . . ? N6 C41 H43A 109.1 . . ? C40 C41 H43A 109.1 . . ? N6 C41 H43B 109.1 . . ? C40 C41 H43B 109.1 . . ? H43A C41 H43B 107.8 . . ? N6 C42 H54A 109.5 . . ? N6 C42 H54B 109.5 . . ? H54A C42 H54B 109.5 . . ? N6 C42 H54C 109.5 . . ? H54A C42 H54C 109.5 . . ? H54B C42 H54C 109.5 . . ? N6 C43 H59A 109.5 . . ? N6 C43 H59B 109.5 . . ? H59A C43 H59B 109.5 . . ? N6 C43 H59C 109.5 . . ? H59A C43 H59C 109.5 . . ? H59B C43 H59C 109.5 . . ? N5 C44 C45 114.7(5) . . ? N5 C44 H22A 108.6 . . ? C45 C44 H22A 108.6 . . ? N5 C44 H22B 108.6 . . ? C45 C44 H22B 108.6 . . ? H22A C44 H22B 107.6 . . ? N7 C45 C44 114.8(5) . . ? N7 C45 H14A 108.6 . . ? C44 C45 H14A 108.6 . . ? N7 C45 H14B 108.6 . . ? C44 C45 H14B 108.6 . . ? H14A C45 H14B 107.6 . . ? N7 C46 H44A 109.5 . . ? N7 C46 H44B 109.5 . . ? H44A C46 H44B 109.5 . . ? N7 C46 H44C 109.5 . . ? H44A C46 H44C 109.5 . . ? H44B C46 H44C 109.5 . . ? N7 C47 H53A 109.5 . . ? N7 C47 H53B 109.5 . . ? H53A C47 H53B 109.5 . . ? N7 C47 H53C 109.5 . . ? H53A C47 H53C 109.5 . . ? H53B C47 H53C 109.5 . . ? C49 C48 N5 113.6(6) . . ? C49 C48 H36A 108.8 . . ? N5 C48 H36A 108.8 . . ? C49 C48 H36B 108.8 . . ? N5 C48 H36B 108.8 . . ? H36A C48 H36B 107.7 . . ? N8 C49 C48 115.4(6) . . ? N8 C49 H42A 108.4 . . ? C48 C49 H42A 108.4 . . ? N8 C49 H42B 108.4 . . ? C48 C49 H42B 108.4 . . ? H42A C49 H42B 107.5 . . ? N8 C50 H28A 109.5 . . ? N8 C50 H28B 109.5 . . ? H28A C50 H28B 109.5 . . ? N8 C50 H28C 109.5 . . ? H28A C50 H28C 109.5 . . ? H28B C50 H28C 109.5 . . ? N8 C51 H46A 109.5 . . ? N8 C51 H46B 109.5 . . ? H46A C51 H46B 109.5 . . ? N8 C51 H46C 109.5 . . ? H46A C51 H46C 109.5 . . ? H46B C51 H46C 109.5 . . ? O3 C60 C61 120.4(7) . . ? O3 C60 C65 120.9(7) . . ? C61 C60 C65 118.6(6) . . ? O3 C60 Na2 41.0(3) . . ? C61 C60 Na2 112.2(5) . . ? C65 C60 Na2 112.3(4) . . ? C62 C61 C60 119.3(6) . . ? C62 C61 C66 120.8(7) . . ? C60 C61 C66 119.9(6) . . ? C61 C62 C63 123.9(7) . . ? C61 C62 H39 118.1 . . ? C63 C62 H39 118.1 . . ? C62 C63 C64 115.7(6) . . ? C62 C63 C67 122.7(7) . . ? C64 C63 C67 121.6(7) . . ? C65 C64 C63 124.4(7) . . ? C65 C64 H16 117.8 . . ? C63 C64 H16 117.8 . . ? C64 C65 C60 118.0(7) . . ? C64 C65 C68 121.0(7) . . ? C60 C65 C68 121.0(7) . . ? C61 C66 H56A 109.5 . . ? C61 C66 H56B 109.5 . . ? H56A C66 H56B 109.5 . . ? C61 C66 H56C 109.5 . . ? H56A C66 H56C 109.5 . . ? H56B C66 H56C 109.5 . . ? C63 C67 H49A 109.5 . . ? C63 C67 H49B 109.5 . . ? H49A C67 H49B 109.5 . . ? C63 C67 H49C 109.5 . . ? H49A C67 H49C 109.5 . . ? H49B C67 H49C 109.5 . . ? C65 C68 H47A 109.5 . . ? C65 C68 H47B 109.5 . . ? H47A C68 H47B 109.5 . . ? C65 C68 H47C 109.5 . . ? H47A C68 H47C 109.5 . . ? H47B C68 H47C 109.5 . . ? C20 O1 Na1 132.4(4) . . ? C20 O1 H1 117(3) . . ? Na1 O1 H1 98(3) . . ? C30 O2 H1 122(4) . . ? C60 O3 Na2 116.4(4) . . ? O1 Na1 N4 104.56(18) . . ? O1 Na1 N2 103.28(19) . . ? N4 Na1 N2 110.2(2) . . ? O1 Na1 N3 116.42(19) . . ? N4 Na1 N3 107.4(2) . . ? N2 Na1 N3 114.6(2) . . ? O1 Na1 N1 171.91(19) . . ? N4 Na1 N1 72.48(17) . . ? N2 Na1 N1 71.37(18) . . ? N3 Na1 N1 71.63(18) . . ? O3 Na2 N6 108.3(2) . . ? O3 Na2 N7 111.6(2) . . ? N6 Na2 N7 108.7(2) . . ? O3 Na2 N5 174.5(2) . . ? N6 Na2 N5 72.50(19) . . ? N7 Na2 N5 72.84(18) . . ? O3 Na2 N8 103.0(2) . . ? N6 Na2 N8 115.1(2) . . ? N7 Na2 N8 110.1(2) . . ? N5 Na2 N8 72.05(19) . . ? O3 Na2 C60 22.57(16) . . ? N6 Na2 C60 86.2(2) . . ? N7 Na2 C60 116.9(2) . . ? N5 Na2 C60 158.60(19) . . ? N8 Na2 C60 117.6(2) . . ? C5 N1 C1 111.8(7) . . ? C5 N1 C9 110.9(6) . . ? C1 N1 C9 110.2(8) . . ? C5 N1 Na1 109.2(4) . . ? C1 N1 Na1 106.7(4) . . ? C9 N1 Na1 107.9(4) . . ? C8 N2 C7 107.1(13) . . ? C8 N2 C6 91.7(15) . . ? C7 N2 C6 132.3(15) . . ? C8 N2 C6B 125.8(12) . . ? C7 N2 C6B 95.3(12) . . ? C6 N2 C6B 41.6(9) . . ? C8 N2 Na1 112.7(5) . . ? C7 N2 Na1 105.7(6) . . ? C6 N2 Na1 106.4(8) . . ? C6B N2 Na1 107.3(6) . . ? C11 N3 C12 108.9(7) . . ? C11 N3 C10 110.0(9) . . ? C12 N3 C10 112.6(10) . . ? C11 N3 Na1 106.7(5) . . ? C12 N3 Na1 111.2(5) . . ? C10 N3 Na1 107.2(5) . . ? C4 N4 C3 109.3(8) . . ? C4 N4 C2 111.1(8) . . ? C3 N4 C2 108.3(9) . . ? C4 N4 Na1 110.0(5) . . ? C3 N4 Na1 109.7(4) . . ? C2 N4 Na1 108.4(4) . . ? C40 N5 C44 114.6(5) . . ? C40 N5 C48 109.2(6) . . ? C44 N5 C48 109.5(5) . . ? C40 N5 Na2 107.8(4) . . ? C44 N5 Na2 107.0(4) . . ? C48 N5 Na2 108.5(4) . . ? C43 N6 C41 109.2(6) . . ? C43 N6 C42 109.3(7) . . ? C41 N6 C42 109.7(6) . . ? C43 N6 Na2 116.5(5) . . ? C41 N6 Na2 109.1(4) . . ? C42 N6 Na2 102.7(5) . . ? C47 N7 C45 111.4(6) . . ? C47 N7 C46 107.6(6) . . ? C45 N7 C46 107.7(5) . . ? C47 N7 Na2 112.6(4) . . ? C45 N7 Na2 107.0(4) . . ? C46 N7 Na2 110.5(4) . . ? C50 N8 C49 112.7(6) . . ? C50 N8 C51 108.5(6) . . ? C49 N8 C51 110.5(6) . . ? C50 N8 Na2 113.3(4) . . ? C49 N8 Na2 107.8(4) . . ? C51 N8 Na2 103.6(4) . . ? O4 C70 C71 118.1(9) . . ? O4 C70 C75 121.9(9) . . ? C71 C70 C75 120 . . ? C72 C71 C70 120 . . ? C72 C71 C78 120.8(8) . . ? C70 C71 C78 119.2(8) . . ? C71 C72 C73 120 . . ? C71 C72 H72 120 . . ? C73 C72 H72 120 . . ? C74 C73 C72 120 . . ? C74 C73 C77 123.0(7) . . ? C72 C73 C77 116.9(7) . . ? C73 C74 C75 120 . . ? C73 C74 H74 120 . . ? C75 C74 H74 120 . . ? C74 C75 C70 120 . . ? C74 C75 C76 117.6(9) . . ? C70 C75 C76 122.4(9) . . ? C81 C80 C82 120 . . ? C81 C80 C87 122(2) . . ? C82 C80 C87 118(2) . . ? O5 C81 C85 127(2) . . ? O5 C81 C80 113(2) . . ? C85 C81 C80 120 . . ? C86 C85 C84 121(3) . . ? C86 C85 C81 119(3) . . ? C84 C85 C81 120 . . ? C85 C84 C83 120 . . ? C85 C84 H84 120 . . ? C83 C84 H84 120 . . ? C82 C83 C84 120 . . ? C83 C82 C80 120 . . ? C83 C82 H82 120 . . ? C80 C82 H82 120 . . ? C85 C86 H86A 109.5 . . ? C85 C86 H86B 109.5 . . ? H86A C86 H86B 109.5 . . ? C85 C86 H86C 109.5 . . ? H86A C86 H86C 109.5 . . ? H86B C86 H86C 109.5 . . ? data_Compound4k08mgd09 _database_code_depnum_ccdc_archive 'CCDC 769782' #TrackingRef '- revised TREN.cif' _audit_creation_date 2008-04-17T16:59:15-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C27 H53 N4 Na O' _chemical_formula_weight 472.72 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P_b_c_a _cell_length_a 9.9720(2) _cell_length_b 17.6940(3) _cell_length_c 34.0110(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 6001.1(2) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.7 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.5 _exptl_crystal_density_diffrn 1.046 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2096 _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0664 _diffrn_reflns_av_unetI/netI 0.0494 _diffrn_reflns_number 29677 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 44 _diffrn_reflns_theta_min 3.56 _diffrn_reflns_theta_max 27.46 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.978 _diffrn_measured_fraction_theta_max 0.978 _reflns_number_total 6706 _reflns_number_gt 4802 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0856P)^2^+3.9172P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_number_reflns 6706 _refine_ls_number_parameters 310 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0985 _refine_ls_R_factor_gt 0.0705 _refine_ls_wR_factor_ref 0.1929 _refine_ls_wR_factor_gt 0.1748 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.547 _refine_diff_density_min -0.226 _refine_diff_density_rms 0.049 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Na1 Na 0.78939(8) 0.09643(4) 0.12695(2) 0.0365(2) Uani 1 1 d . . . O1 O 0.97605(15) 0.16932(8) 0.13171(4) 0.0399(4) Uani 1 1 d . . . N1 N 0.5700(2) 0.02024(11) 0.14330(7) 0.0532(5) Uani 1 1 d . . . C1 C 0.5872(3) -0.00746(15) 0.18480(9) 0.0607(8) Uani 1 1 d . . . H1A H 0.5167 -0.0452 0.1906 0.073 Uiso 1 1 calc R . . H1B H 0.5752 0.0355 0.2031 0.073 Uiso 1 1 calc R . . N2 N 0.8329(2) 0.01079(11) 0.18728(6) 0.0511(5) Uani 1 1 d . . . C2 C 0.7232(3) -0.04283(15) 0.19181(8) 0.0605(7) Uani 1 1 d . . . H2A H 0.7257 -0.0641 0.2187 0.073 Uiso 1 1 calc R . . H2B H 0.736 -0.085 0.1731 0.073 Uiso 1 1 calc R . . N3 N 0.59400(19) 0.18873(10) 0.12995(5) 0.0385(4) Uani 1 1 d . . . C3 C 0.4554(3) 0.07364(16) 0.14155(9) 0.0617(7) Uani 1 1 d . . . H3A H 0.3822 0.0543 0.1584 0.074 Uiso 1 1 calc R . . H3B H 0.4214 0.0757 0.1142 0.074 Uiso 1 1 calc R . . N4 N 0.70128(19) 0.00202(10) 0.06361(6) 0.0427(5) Uani 1 1 d . . . C4 C 0.4912(3) 0.15252(16) 0.15460(9) 0.0606(7) Uani 1 1 d . . . H4A H 0.4092 0.1841 0.1542 0.073 Uiso 1 1 calc R . . H4B H 0.5239 0.1505 0.1821 0.073 Uiso 1 1 calc R . . C5 C 0.5474(3) -0.04441(15) 0.11667(9) 0.0647(8) Uani 1 1 d . . . H5A H 0.4547 -0.063 0.1205 0.078 Uiso 1 1 calc R . . H5B H 0.6092 -0.0858 0.1242 0.078 Uiso 1 1 calc R . . C6 C 0.5675(3) -0.02701(16) 0.07367(8) 0.0569(7) Uani 1 1 d . . . H6A H 0.551 -0.0737 0.0583 0.068 Uiso 1 1 calc R . . H6B H 0.4997 0.0107 0.0655 0.068 Uiso 1 1 calc R . . C7 C 0.8323(4) 0.06518(18) 0.21961(9) 0.0739(9) Uani 1 1 d . . . H7A H 0.7495 0.095 0.2187 0.111 Uiso 1 1 calc R . . H7B H 0.9097 0.0989 0.2171 0.111 Uiso 1 1 calc R . . H7C H 0.8372 0.0381 0.2447 0.111 Uiso 1 1 calc R . . C8 C 0.9621(3) -0.02959(16) 0.18811(9) 0.0656(8) Uani 1 1 d . . . H8A H 0.9724 -0.0553 0.2135 0.098 Uiso 1 1 calc R . . H8B H 1.0355 0.0066 0.1846 0.098 Uiso 1 1 calc R . . H8C H 0.9645 -0.067 0.1669 0.098 Uiso 1 1 calc R . . C9 C 0.6321(3) 0.26065(15) 0.14718(9) 0.0616(7) Uani 1 1 d . . . H9A H 0.7084 0.2817 0.1327 0.092 Uiso 1 1 calc R . . H9B H 0.6574 0.2531 0.1747 0.092 Uiso 1 1 calc R . . H9C H 0.5563 0.2958 0.1457 0.092 Uiso 1 1 calc R . . C10 C 0.5440(3) 0.20074(15) 0.09016(7) 0.0527(6) Uani 1 1 d . . . H10A H 0.4537 0.2225 0.0913 0.079 Uiso 1 1 calc R . . H10B H 0.5408 0.1523 0.0762 0.079 Uiso 1 1 calc R . . H10C H 0.6038 0.2355 0.0762 0.079 Uiso 1 1 calc R . . C11 C 0.7002(3) 0.02397(16) 0.02223(8) 0.0598(7) Uani 1 1 d . . . H11A H 0.7899 0.0412 0.0145 0.09 Uiso 1 1 calc R . . H11B H 0.6356 0.065 0.0183 0.09 Uiso 1 1 calc R . . H11C H 0.6744 -0.0195 0.0061 0.09 Uiso 1 1 calc R . . C12 C 0.8036(3) -0.05536(16) 0.06989(10) 0.0659(8) Uani 1 1 d . . . H12A H 0.7786 -0.1017 0.0559 0.099 Uiso 1 1 calc R . . H12B H 0.8114 -0.0661 0.0981 0.099 Uiso 1 1 calc R . . H12C H 0.8899 -0.037 0.0599 0.099 Uiso 1 1 calc R . . C13 C 1.0622(2) 0.22183(11) 0.12236(6) 0.0316(4) Uani 1 1 d . . . C14 C 1.1296(2) 0.26712(12) 0.15165(6) 0.0348(5) Uani 1 1 d . . . C15 C 1.2187(2) 0.32362(13) 0.14007(6) 0.0383(5) Uani 1 1 d . . . H15 H 1.262 0.3526 0.1599 0.046 Uiso 1 1 calc R . . C16 C 1.2470(2) 0.33949(12) 0.10114(7) 0.0386(5) Uani 1 1 d . . . C17 C 1.1852(2) 0.29550(12) 0.07296(6) 0.0341(5) Uani 1 1 d . . . H17 H 1.2044 0.3054 0.0461 0.041 Uiso 1 1 calc R . . C18 C 1.0962(2) 0.23744(11) 0.08190(6) 0.0320(4) Uani 1 1 d . . . C19 C 1.1042(2) 0.25280(15) 0.19581(6) 0.0455(6) Uani 1 1 d . . . C20 C 1.1806(3) 0.30828(19) 0.22254(7) 0.0660(8) Uani 1 1 d . . . H20A H 1.1604 0.2969 0.2501 0.099 Uiso 1 1 calc R . . H20B H 1.1527 0.3601 0.2165 0.099 Uiso 1 1 calc R . . H20C H 1.2772 0.3031 0.218 0.099 Uiso 1 1 calc R . . C21 C 1.1510(3) 0.17220(17) 0.20600(8) 0.0619(8) Uani 1 1 d . . . H21A H 1.113 0.1364 0.1871 0.093 Uiso 1 1 calc R . . H21B H 1.1207 0.1591 0.2325 0.093 Uiso 1 1 calc R . . H21C H 1.2491 0.1699 0.2049 0.093 Uiso 1 1 calc R . . C22 C 0.9541(2) 0.26107(15) 0.20515(7) 0.0500(6) Uani 1 1 d . . . H22A H 0.9026 0.2255 0.1891 0.075 Uiso 1 1 calc R . . H22B H 0.9252 0.3128 0.1993 0.075 Uiso 1 1 calc R . . H22C H 0.9388 0.2502 0.2331 0.075 Uiso 1 1 calc R . . C23 C 1.3414(3) 0.40287(16) 0.08928(9) 0.0597(7) Uani 1 1 d . . . H23A H 1.3757 0.428 0.1129 0.09 Uiso 0.5 1 calc PR . . H23B H 1.2929 0.4396 0.0731 0.09 Uiso 0.5 1 calc PR . . H23C H 1.4165 0.3819 0.0742 0.09 Uiso 0.5 1 calc PR . . H23D H 1.3477 0.405 0.0605 0.09 Uiso 0.5 1 calc PR . . H23E H 1.4305 0.3934 0.1004 0.09 Uiso 0.5 1 calc PR . . H23F H 1.3069 0.4511 0.0992 0.09 Uiso 0.5 1 calc PR . . C24 C 1.0311(2) 0.19143(13) 0.04886(6) 0.0420(5) Uani 1 1 d . . . C25 C 1.0793(3) 0.21488(18) 0.00772(7) 0.0695(9) Uani 1 1 d . . . H25A H 1.0353 0.1833 -0.0121 0.104 Uiso 1 1 calc R . . H25B H 1.1767 0.2082 0.006 0.104 Uiso 1 1 calc R . . H25C H 1.0567 0.268 0.0031 0.104 Uiso 1 1 calc R . . C26 C 0.8790(3) 0.20398(14) 0.04960(8) 0.0509(6) Uani 1 1 d . . . H26A H 0.8592 0.2567 0.043 0.076 Uiso 1 1 calc R . . H26B H 0.8444 0.1926 0.0759 0.076 Uiso 1 1 calc R . . H26C H 0.8361 0.1706 0.0303 0.076 Uiso 1 1 calc R . . C27 C 1.0667(3) 0.10729(14) 0.05403(8) 0.0533(6) Uani 1 1 d . . . H27A H 1.0246 0.0778 0.033 0.08 Uiso 1 1 calc R . . H27B H 1.0339 0.0896 0.0796 0.08 Uiso 1 1 calc R . . H27C H 1.1643 0.101 0.0528 0.08 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Na1 0.0399(5) 0.0301(4) 0.0397(4) 0.0035(3) 0.0091(4) 0.0029(3) O1 0.0383(9) 0.0357(7) 0.0459(8) 0.0112(6) 0.0133(7) 0.0011(7) N1 0.0492(13) 0.0411(11) 0.0693(14) 0.0070(9) 0.0182(10) -0.0045(9) C1 0.0582(17) 0.0483(14) 0.0754(19) 0.0237(13) 0.0290(14) -0.0008(12) N2 0.0693(15) 0.0362(10) 0.0477(11) 0.0007(8) 0.0112(10) 0.0059(10) C2 0.074(2) 0.0471(14) 0.0607(16) 0.0163(12) 0.0108(14) -0.0006(13) N3 0.0341(10) 0.0385(9) 0.0430(10) 0.0027(8) 0.0046(8) 0.0041(8) C3 0.0405(15) 0.0643(17) 0.0803(19) 0.0154(14) 0.0196(13) -0.0074(13) N4 0.0390(11) 0.0377(10) 0.0516(11) -0.0031(8) -0.0019(9) 0.0016(8) C4 0.0550(16) 0.0596(16) 0.0672(17) 0.0081(13) 0.0235(14) 0.0190(13) C5 0.0514(17) 0.0452(14) 0.098(2) 0.0054(14) 0.0038(15) -0.0148(12) C6 0.0471(15) 0.0512(14) 0.0725(18) -0.0018(12) -0.0103(13) -0.0115(12) C7 0.086(2) 0.073(2) 0.0622(18) -0.0185(15) 0.0070(16) 0.0172(17) C8 0.067(2) 0.0525(16) 0.0771(19) -0.0032(13) 0.0036(15) 0.0156(14) C9 0.0651(18) 0.0441(14) 0.0754(18) -0.0109(13) -0.0103(15) 0.0155(13) C10 0.0501(15) 0.0532(14) 0.0547(15) 0.0036(11) -0.0015(12) 0.0114(12) C11 0.0657(19) 0.0595(16) 0.0543(15) -0.0049(12) -0.0073(13) -0.0057(14) C12 0.0551(17) 0.0493(15) 0.093(2) -0.0013(14) -0.0042(15) 0.0134(13) C13 0.0266(10) 0.0330(10) 0.0351(10) 0.0080(8) 0.0067(8) 0.0072(8) C14 0.0289(11) 0.0437(11) 0.0317(10) 0.0057(8) -0.0018(8) 0.0134(9) C15 0.0273(11) 0.0443(12) 0.0432(12) -0.0034(9) -0.0082(9) 0.0058(9) C16 0.0250(10) 0.0400(11) 0.0508(12) 0.0067(9) 0.0001(9) -0.0014(9) C17 0.0283(11) 0.0400(11) 0.0339(10) 0.0095(8) 0.0062(8) 0.0007(8) C18 0.0279(10) 0.0345(10) 0.0336(10) 0.0052(8) 0.0037(8) 0.0034(8) C19 0.0426(13) 0.0616(14) 0.0323(11) 0.0079(10) 0.0008(10) 0.0193(11) C20 0.0657(19) 0.097(2) 0.0353(13) -0.0040(13) -0.0124(12) 0.0153(16) C21 0.0585(17) 0.0804(19) 0.0468(14) 0.0315(13) 0.0148(12) 0.0354(15) C22 0.0497(15) 0.0621(15) 0.0381(12) 0.0083(10) 0.0108(11) 0.0234(12) C23 0.0446(15) 0.0621(16) 0.0724(18) 0.0040(13) 0.0021(13) -0.0209(13) C24 0.0457(14) 0.0444(12) 0.0359(11) -0.0015(9) 0.0041(10) -0.0066(10) C25 0.093(2) 0.080(2) 0.0350(13) -0.0068(12) 0.0062(14) -0.0260(18) C26 0.0472(15) 0.0478(13) 0.0577(15) 0.0029(11) -0.0140(12) -0.0052(11) C27 0.0505(15) 0.0454(13) 0.0640(16) -0.0122(11) 0.0092(12) -0.0010(11) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Na1 O1 2.2703(17) . ? Na1 N3 2.544(2) . ? Na1 N2 2.587(2) . ? Na1 N1 2.629(2) . ? Na1 N4 2.864(2) . ? O1 C13 1.305(2) . ? N1 C5 1.476(4) . ? N1 C3 1.484(3) . ? N1 C1 1.504(3) . ? C1 C2 1.512(4) . ? C1 H1A 0.99 . ? C1 H1B 0.99 . ? N2 C2 1.456(4) . ? N2 C7 1.461(3) . ? N2 C8 1.474(4) . ? C2 H2A 0.99 . ? C2 H2B 0.99 . ? N3 C9 1.452(3) . ? N3 C10 1.458(3) . ? N3 C4 1.471(3) . ? C3 C4 1.507(4) . ? C3 H3A 0.99 . ? C3 H3B 0.99 . ? N4 C12 1.456(3) . ? N4 C11 1.460(3) . ? N4 C6 1.470(3) . ? C4 H4A 0.99 . ? C4 H4B 0.99 . ? C5 C6 1.508(4) . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 H6A 0.99 . ? C6 H6B 0.99 . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 H10A 0.98 . ? C10 H10B 0.98 . ? C10 H10C 0.98 . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 C18 1.444(3) . ? C13 C14 1.444(3) . ? C14 C15 1.394(3) . ? C14 C19 1.544(3) . ? C15 C16 1.383(3) . ? C15 H15 0.95 . ? C16 C17 1.380(3) . ? C16 C23 1.519(3) . ? C17 C18 1.391(3) . ? C17 H17 0.95 . ? C18 C24 1.532(3) . ? C19 C22 1.536(3) . ? C19 C20 1.540(4) . ? C19 C21 1.540(3) . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C23 H23D 0.98 . ? C23 H23E 0.98 . ? C23 H23F 0.98 . ? C24 C26 1.533(4) . ? C24 C25 1.536(3) . ? C24 C27 1.540(3) . ? C25 H25A 0.98 . ? C25 H25B 0.98 . ? C25 H25C 0.98 . ? C26 H26A 0.98 . ? C26 H26B 0.98 . ? C26 H26C 0.98 . ? C27 H27A 0.98 . ? C27 H27B 0.98 . ? C27 H27C 0.98 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Na1 N3 105.09(6) . . ? O1 Na1 N2 97.96(7) . . ? N3 Na1 N2 118.20(7) . . ? O1 Na1 N1 163.41(7) . . ? N3 Na1 N1 71.55(6) . . ? N2 Na1 N1 70.82(8) . . ? O1 Na1 N4 129.54(6) . . ? N3 Na1 N4 99.77(6) . . ? N2 Na1 N4 107.84(7) . . ? N1 Na1 N4 66.72(7) . . ? C13 O1 Na1 157.97(14) . . ? C5 N1 C3 110.6(2) . . ? C5 N1 C1 109.9(2) . . ? C3 N1 C1 109.5(2) . . ? C5 N1 Na1 113.23(16) . . ? C3 N1 Na1 107.81(14) . . ? C1 N1 Na1 105.71(16) . . ? N1 C1 C2 112.7(2) . . ? N1 C1 H1A 109.1 . . ? C2 C1 H1A 109.1 . . ? N1 C1 H1B 109.1 . . ? C2 C1 H1B 109.1 . . ? H1A C1 H1B 107.8 . . ? C2 N2 C7 110.2(2) . . ? C2 N2 C8 109.8(2) . . ? C7 N2 C8 108.0(2) . . ? C2 N2 Na1 109.84(16) . . ? C7 N2 Na1 102.13(16) . . ? C8 N2 Na1 116.49(16) . . ? N2 C2 C1 112.8(2) . . ? N2 C2 H2A 109 . . ? C1 C2 H2A 109 . . ? N2 C2 H2B 109 . . ? C1 C2 H2B 109 . . ? H2A C2 H2B 107.8 . . ? C9 N3 C10 109.67(19) . . ? C9 N3 C4 109.5(2) . . ? C10 N3 C4 110.7(2) . . ? C9 N3 Na1 112.23(15) . . ? C10 N3 Na1 108.55(14) . . ? C4 N3 Na1 106.08(14) . . ? N1 C3 C4 113.3(2) . . ? N1 C3 H3A 108.9 . . ? C4 C3 H3A 108.9 . . ? N1 C3 H3B 108.9 . . ? C4 C3 H3B 108.9 . . ? H3A C3 H3B 107.7 . . ? C12 N4 C11 109.4(2) . . ? C12 N4 C6 111.0(2) . . ? C11 N4 C6 108.1(2) . . ? C12 N4 Na1 94.67(15) . . ? C11 N4 Na1 124.89(15) . . ? C6 N4 Na1 107.89(15) . . ? N3 C4 C3 113.6(2) . . ? N3 C4 H4A 108.8 . . ? C3 C4 H4A 108.8 . . ? N3 C4 H4B 108.8 . . ? C3 C4 H4B 108.8 . . ? H4A C4 H4B 107.7 . . ? N1 C5 C6 114.6(2) . . ? N1 C5 H5A 108.6 . . ? C6 C5 H5A 108.6 . . ? N1 C5 H5B 108.6 . . ? C6 C5 H5B 108.6 . . ? H5A C5 H5B 107.6 . . ? N4 C6 C5 114.7(2) . . ? N4 C6 H6A 108.6 . . ? C5 C6 H6A 108.6 . . ? N4 C6 H6B 108.6 . . ? C5 C6 H6B 108.6 . . ? H6A C6 H6B 107.6 . . ? N2 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C8 H8A 109.5 . . ? N2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N3 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N3 C10 H10A 109.5 . . ? N3 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N3 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N4 C11 H11A 109.5 . . ? N4 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N4 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N4 C12 H12A 109.5 . . ? N4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O1 C13 C18 121.54(19) . . ? O1 C13 C14 122.22(18) . . ? C18 C13 C14 116.24(18) . . ? C15 C14 C13 119.95(18) . . ? C15 C14 C19 119.8(2) . . ? C13 C14 C19 120.24(19) . . ? C16 C15 C14 123.1(2) . . ? C16 C15 H15 118.4 . . ? C14 C15 H15 118.4 . . ? C17 C16 C15 117.36(19) . . ? C17 C16 C23 120.6(2) . . ? C15 C16 C23 122.1(2) . . ? C16 C17 C18 123.33(19) . . ? C16 C17 H17 118.3 . . ? C18 C17 H17 118.3 . . ? C17 C18 C13 119.96(19) . . ? C17 C18 C24 120.16(18) . . ? C13 C18 C24 119.86(18) . . ? C22 C19 C20 107.4(2) . . ? C22 C19 C21 109.7(2) . . ? C20 C19 C21 107.9(2) . . ? C22 C19 C14 110.20(18) . . ? C20 C19 C14 112.9(2) . . ? C21 C19 C14 108.74(19) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C16 C23 H23A 109.5 . . ? C16 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C16 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C16 C23 H23D 109.5 . . ? H23A C23 H23D 141.1 . . ? H23B C23 H23D 56.3 . . ? H23C C23 H23D 56.3 . . ? C16 C23 H23E 109.5 . . ? H23A C23 H23E 56.3 . . ? H23B C23 H23E 141.1 . . ? H23C C23 H23E 56.3 . . ? H23D C23 H23E 109.5 . . ? C16 C23 H23F 109.5 . . ? H23A C23 H23F 56.3 . . ? H23B C23 H23F 56.3 . . ? H23C C23 H23F 141.1 . . ? H23D C23 H23F 109.5 . . ? H23E C23 H23F 109.5 . . ? C18 C24 C26 109.28(19) . . ? C18 C24 C25 113.07(19) . . ? C26 C24 C25 106.6(2) . . ? C18 C24 C27 109.40(19) . . ? C26 C24 C27 111.5(2) . . ? C25 C24 C27 107.0(2) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? #===END